WO2008075453A1 - Pest control composition - Google Patents

Abstract

Disclosed is a pest control composition characterized by containing a compound represented by the general formula (1) below and a publicly known insecticide, a publicly known acaricide or a publicly known bactericide as active ingredients. In the formula (1) below, A1, A2, A3 and A4 respectively represent a carbon atom, a nitrogen atom or an oxidized nitrogen atom; R1 and R2 independently represent a hydrogen atom, a C1-C4 alkyl group or a C1-C4 alkylcarbonyl group; G1 and G2 independently represent an oxygen atom or a sulfur atom; and X's may be the same or different and represent a hydrogen atom, a halogen atom or a trifluoromethyl group. (1)

Description

 Specification

 Pest control composition

 Technical field

 [0001] The present invention relates to a novel pest control composition exhibiting excellent pest control action for controlling pests of crops in a labor-saving manner.

 Background art

 [0002] WO 2005/073 1 65 pamphlet describes an amide derivative and its use as an insecticide.

 In addition, International Publication No. 2003/008372 pamphlet, International Publication No. 2 005/042474 pamphlet, Pesticide Manual (T he Pesticide Manual I hirteenth E d ation), etc. include insecticides, acaricides and fungicides. Agents are described.

[0003] However, there are pests that cannot or cannot be controlled by the insecticides, acaricides and fungicides alone. Therefore, an object of the present invention is to provide a new pest control composition that can simultaneously control pests that cannot or cannot be controlled by insecticides, acaricides, or fungicides alone. Patent Document 1: International Publication No. 2005/073 1 65 Pamphlet

 Patent Document 2: International Publication No. 2003/008372 Pamphlet

 Patent Document 3: International Publication No. 2005/042474 Pamphlet

 Non-Patent Document 1: Pesticide Manual (T e P e s t i c i d e M a n u a l T h i r t e e n t h E d i t i o n

 Disclosure of the invention

 [0004] The present inventors have conducted extensive research to solve the above problems, and as a result, the general formula

A combination of one or more compounds selected from the compounds represented by (1) and one or more compounds selected from known insecticides, known acaricides or known fungicides Thus, the present inventors have found that a plurality of pests can be efficiently controlled, and have completed the present invention. That is, the present invention is as follows.

 [1] General formula (1)

^{ίΧ) η}

ί式中、

During ί ceremony

Α ₁ Α ₂ , Α ₃ , Α ₄ each independently represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Heterocyclic group (the heterocyclic group here is a pyridyl group, a pyridine-N-oxide group, Pyrimidinyl, pyridazyl, birazyl, furyl, chenyl, oxazolyl, isoxazolyl, oxaziazolyl, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrrolyl, pyrazolyl, or tetrazolyl Indicates. Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above),

(3 is general formula (2)

(In the formula, Y is an optionally substituted C1-C4 alkoxy group, C1-C4 group alkoxy group, C1-C3 haloalkylthio group, C1-C3 haloalkylsulfinyl group or C1-C3 It indicates haloalkylsulfonyl two Le group, Upsilon ₅ Ha androgenic atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C 4 alkoxy groups, C 1-C 4 haloalkoxy group, C 1- C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C 1 _C 3 haloalkylsulfonyl group or cyano group, Y ₃ is C2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkyl group A sulfinyl group or a C 1 -C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, or a C 1 -C 4 alkyl group. ) Or

General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y ₆ or ₉ must be C 1 -C 4 alkoxy group, C 1 -C 4 halo. Represents an alkoxy group, a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 / n-alkyl sulfonyl group. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more compounds selected from known insecticides, known acaricides, or known fungicides are contained. The pest control composition characterized by the above-mentioned.

 [2] The compound represented by the general formula (1) is represented by the general formula (1):

Α ₁ Α ₂ , Α ₃ , Α ₄ are each independently a carbon atom, nitrogen atom or oxidized Nitrogen atom,

R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy Si group, C 1 _C 3 alkylthio group, C 1 _C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 Haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1- A substituted heterocyclic group having one or more substituents which may be the same or different and selected from a C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group. Is the same as)),

(3 is general formula (2)

(In the formula, Y is an optionally substituted C1-C4 alkoxy group, C1-C4 group alkoxy group, C1-C3 haloalkylthio group, C1-C3 haloalkylsulfinyl group or C1-C3 It indicates haloalkylsulfonyl two Le group, Upsilon ₅ Ha androgenic atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C 4 alkoxy groups, C 1-C 4 haloalkoxy group, C 1- C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, or Υ ₃ represents C2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 Perfluoroalkylsulfonyl group, 、 ₂ and Υ ₄ are Each independently represents a hydrogen atom, a halogen atom, or a C 1 -C 4 alkyl group.)

General formula (3) γ ₃ ζ, r, γ ₃

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y ₆ or ₉ must be C 1 -C 4 alkoxy group, C 1 -C 4 halo. An alkoxy group, a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 / \ alkyl sulfonyl group)) 、 ₂ and Υ ₄ are hydrogen atoms, Υ ₃ is a heptafluoroisopropyl group, Υ ₅ is a bromine atom, X is a hydrogen atom, G ₂ is an oxygen atom, R ₂ is a hydrogen atom, and is absent Except for compounds showing substituted phenyl groups, the pest control composition according to [1] above.

 [3] The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony

When _{one of} R ₁ R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1—C 4 alkylcarbonyl group, or both are C 1—C4 An alkyl group or a C 1 _C 4 alkylcarbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1_C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, One or more of the same or different substituents selected from C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, acetylamino, and phenyl A substituted heterocyclic group having (the heterocyclic group is the same as described above),

 (3 is general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1— C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are independent of each other. A hydrogen atom, a halogen atom, or a C1-C4 alkyl Or represented by shown.) Moshiku is

General formula (3)

(Wherein Υ ₆ and Υ ₉ are each independently a halogen atom, C 1 -C 4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group, or cyan group, Y ₈ is C 1—C 4 haloalkoxy group, C2 — C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1 —C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfoyl group丫 7 represents a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 _C 3 haloalkylsulfonyl group. ) } The pest control composition as described in [1] above, which is a compound represented by

 [4] The compound represented by the general formula (1) is represented by the general formula (1 a) in which Q is the general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl sulfinyl group, a C 1-C 3 haloalkylsulfinyl group, C 1-C 3 alkylsulfonyl group, C 1 -C 3 haloalkylsulfonyl group or Shiano group,, Upsilon ₃ is C2- C6 Pas one Furuoroarukiru group, C 1- C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are independent of each other. A hydrogen atom, a halogen atom, or a C 1 _C4 alkyl group Is a compound represented by The pest control composition as described in [3] above.

 [5] The compound represented by the general formula (1) is a compound represented by the general formula (1 a), wherein is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

A pyridyl group, or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A compound represented by a substituted pyridyl group having a substituent which may be the same or different, [4] The pest control composition according to [4].

 [6] The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony

R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,

 Is

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Heterocyclic group (wherein the heterocyclic group is a pyridyl group, a pyridine-N-oxide group, a pyrimidinyl group, a pyridazyl group, a birazyl group, a furyl group, a enyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group) , Iso A thiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group; Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above),

(3 is general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1— C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkyl group An alkyl sulfonyl Le group, Upsilon _2, Upsilon ₄ each independently represent a hydrogen atom, C androgenic atom or C 1-C 4 alkyl group. ) Or

General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y _At least one of ₆ and Υ ₉ must be a C 1—C 3 haloalkylthio group, C 1 —C 3 haloalkylsulfinyl group or C 1 _C 3 haloalkylsulfonyl group) The pest control composition according to [1] above, which is a compound represented by

 [7] In the general formula (1 a), the compound represented by the general formula (1) is

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1_C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, One or more of the same or different substituents selected from C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, acetylamino, and phenyl A substituted phenyl group having

A pyridyl group, or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group And a substituted pyridyl group having a substituent which may be the same or different,

Q is the general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1— C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, Y ₃ is C2—C6 perfluoroalkyl group, C 1—C 6 perfluoro group A cycloalkylthio group, a C 1—C 6 perfluoroalkylsulfinyl group, or a C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently a hydrogen atom, Rogen atom or C 1 _C4 alkyl group. The pest control composition according to [6] above, which is a compound represented by

 [8] The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony

R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 A substituted phenyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group;

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above),

(3 is general formula (2)

(In the formula, Y represents a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 haloalkylsulfonyl group, and Υ ₅ represents a fluorine atom, a chlorine atom, an iodine atom, C1-C4 alkyl group, C1-C4 haloal Kill group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkyl group sulfinyl groups, C 1-C3 alkyl Rusuruhoniru group, a C 1 _C 3 haloalkylsulfonyl group or Shiano group,, Y ₃ is C 2-C 6 Pas one Furuoroarukiru groups, C 1-C6 Pas one Furuoroa alkylthio groups, C 1—C 6 perfluoroalkylsulfinyl group or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently a hydrogen atom, a halogen atom, Or a C 1 _C 4 alkyl group. ) Or the general formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y _6, Upsilon ₉ at least one is always C 1-C 3 haloalkylthio group, C 1 C 3 haloalkylsulfinyl Motoma others is a compound represented by.)} Showing a C 1 _C 3 haloalkylsulfonyl two group, pest control composition according to [1].

 [9] The compound represented by the general formula (1) is a compound represented by the general formula (1 a), wherein is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2- C4 alkenyl group, C2_C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group, C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1- C3 alkoxy group, C 1—C3 haloalkoxy group, C 1—C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1— C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C One or more substituents which may be the same or different, selected from 1-C 4 alkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1-C 4 alkoxy carbonyl group, acetylamino group, and phenyl group. A substituted phenyl group having,

 A pyridyl group, or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group And a substituted pyridyl group having a substituent which may be the same or different,

Q ₂ is the general formula (2)

(式中、 Y は C 1 _C 3ハロアルキルチオ基、 C 1—C 3ハロアルキルスル フィニル基または C 1—C 3ハロアルキルスルホ二ル基を示し、 Y₅はフッ素 原子、 塩素原子、 ヨウ素原子、 C 1—C4アルキル基、 C 1—C4ハロアル キル基、 C 1—C4アルコキシ基、 C 1—C 4ハロアルコキシ基、 C 1—C 3アルキルチオ基、 C 1—C 3ハロアルキルチオ基、 C 1—C3アルキルス ルフィニル基、 C 1—C 3ハロアルキルスルフィニル基、 C 1—C3アルキ ルスルホニル基、 C 1 _C 3ハロアルキルスルホニル基、 またはシァノ基を 示し、 Y₃は C 2— C 6パ一フルォロアルキル基、 C 1—C6パ一フルォロア ルキルチオ基、 C 1—C 6パ一フルォロアルキルスルフィニル基、 または C 1—C 6パ一フルォロアルキルスルホ二ル基を示し、 Υ₂、 Υ₄はそれぞれ独 立して、 水素原子、 ハロゲン原子、 または C 1 _C 4アルキル基を示す。 ） で表される化合物である、 前記 [8] に記載の有害生物防除組成物。

(In the formula, Y represents a C 1 _C 3 haloalkylthio group, a C 1-C 3 haloalkylsulfinyl group or a C 1-C 3 haloalkylsulfonyl group, Y ₅ represents a fluorine atom, a chlorine atom, an iodine atom, C 1—C4 alkyl group, C 1—C4 haloalkyl group, C 1—C4 alkoxy group, C 1—C 4 haloalkoxy group, C 1—C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1— C3 Arukirusu Rufiniru group, C 1-C 3 haloalkylsulfinyl group, C 1-C3 alkyl Rusuruhoniru group, a C 1 _C 3 haloalkylsulfonyl group or Shiano group,, Y ₃ is C 2-C 6 Pas one Furuoroarukiru group, C 1 -C 6 perfluoroalkylthio group, C 1 -C 6 perfluoroalkylsulfinyl group, or C 1 -C 6 perfluoroalkylsulfoyl group, and Υ ₂ and Υ ₄ are respectively Independently, hydrogen atom, halogen atom, or C 1 _C is a compound represented by.) Showing a 4 alkyl group, pest control composition according to [8].

 [1 0] The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony

R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy Si group, C1_C3 alkylthio group, C1_C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1- C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C A substituted phenyl group having one or more substituents which may be the same or different, selected from a 1-C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group;

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C 1—C 4 alkyl group, C 1—C 4 haloalkyl group, C 2—C 4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 halo Alkynyl, C 3— C 6 cycloalkyl, C 3— C 6 halocycloalkyl, C 1—C 3 alkoxy, C 1—C 3 haloalkoxy, C 1—C 3 alkylthio, C 1— C3-haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C3-haloalkylsulfonyl group, amino group, C1-C 4-alkylamino group, di-C1-C4-alkylamino group, cyano group, nitro group, hydroxy group, C1-C4-alkylcarbonyl group, C1-C4-alkylcarbonyloxy group, C1-C 4 selected from alkoxycarbonyl group, acetylamino group, phenyl group 1 A substituted heterocyclic group having a substituent which may be the same as or different from each other (the heterocyclic group is the same as described above);

(3 ₂ is the general formula (2)

(Wherein, Y represents a C2- C3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group , C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1—C 6 A perfluoroalkylthio group, a C1-C6 perfluoroalkylsulfinyl group, or a C1-C6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently Hydrogen atom, halogen atom, or C1-C4 alkyl Or represented by shown.) Moshiku is

General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 2—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, Perfluoroalkylsulfinyl group, or C 1—C 6 perfluorinated alkylsulfonyl group, and 丫 7 is a hydrogen atom, a halogen atom, or C 1 _C represents an alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 2 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group, or a C 1 _C 3 haloalkylsulfonyl group. } The pest control composition according to [1] above, which is a compound represented by

 [1 1] — The compound represented by the general formula (1) is a compound represented by the general formula (1 a), wherein is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

A pyridyl group, or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 Represented by a substituted pyridyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group;

Q is the general formula (2)

(Wherein, Y represents a C2- C3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group , C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1—C 6 A perfluoroalkylthio group, a C1-C6 perfluoroalkylsulfinyl group, or a C1-C6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently Hydrogen atom, halogen atom, or C 1 _C4 alkyl group Shown. Ru compound der represented by), pest control composition according to [1 0].

[1 2] — The compound represented by the general formula (1) is a compound of the general formula (1) in which A ₁ A ₂ , A ₃ and A ₄ are each independently a carbon atom, nitrogen atom or oxidized Indicates a nitrogen atom,

When either one of R ₁ R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1—C 4 alkylcarbonyl group, or both are a C 1—C4 alkyl group or C 1 _C 4 An alkylcarbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4, Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, A substituted heterocyclic group having one or more substituents which may be the same or different and selected from an acetylamino group and a phenyl group (the heterocyclic group is the same as described above);

 (3 is general formula (2)

(Wherein, Y represents a optionally substituted C 1-C 4 alkoxy groups or C 1 -C 4 haloalkoxy groups, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C 1-C4 haloalkyl group C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C 1-C 3 alkylsulfonyl group, C 1-C 3 haloalkylsulfonyl group, or cyano group, Y ₃ represents C 2 -C 6 perfluoroalkyl group, C 1 -C 6 perfluoroalkylthio group, C 1 _C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, Y ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, Or a C1-C4 alkyl group, which is represented by:

General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl A sulfonyl group or a cyano group, Υ ₈ is a C 1—C 4 haloalkoxy group, C 2—C 6-perfluoroalkyl group, C1-C6-perfluoroalkylthio group, C1-C6-perfluoroalkylsulfinyl group, or C1-C6-perfluoroalkylsulfoyl group丫 7 represents a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 1 -C 4 alkoxy group or a C 1 -C 4 haloalkoxy group. The pest control composition according to the above [1], which is a compound represented by:

 [1 3] —The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony

When either R ^ or R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1 —C 4 alkylcarbonyl group, or both are a C 1 —C4 alkyl group or C 1 _C 4 alkyl carbonyl group,

G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,

X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group Group, C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C 3-haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C3-haloalkylsulfonyl group, amino group, C1-C4 Alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 A substituted phenyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group;

Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group).

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above),

(3 is general formula (2)

(Wherein, Y represents a optionally substituted C 1-C4 haloalkoxy group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1 -C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group Group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, or cyano group Y ₃ represents C 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C6 Represents a fluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. } The pest control composition as described in [1 2] above, which is a compound represented by

 [1 4] — The compound represented by the general formula (1) is a compound represented by the general formula (1 a), wherein is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

Pyridyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1— C 3 alkylsulfinyl group, C 1 —C 3 haloalkylsulfinyl group, C 1 —C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, amino group, C 1 —C 4 alkylamino group, di C 1 — C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino group, phenyl The pest control composition as described in [13] above, which is a compound represented by a substituted pyridyl group having one or more substituents which may be the same or different and selected from the group.

[15] Known insecticides, known acaricides or known fungicides are azinphos methyl, acephete, isoxathion, isofenphos, etion, etrimphos, oxidimethone.methyl, oxydeprophos, quinalphos, chlorpyrifos, chlorpyrifosmethyl, chlorfen Vinfos, Cianofos, Dioxabenzophos, Dichlorpos, Disulfoton, Dimethylvinphos, Dimethoate, Sulprofos, Diazinon, Thiometone, Tetrachlorbinphos, Temefos, Tebupyrimfos, Terbufos, Naretodo, Bamidothione, Virafenthiofos , Pyrimifosmethyl, fenitrothion, fenchione, phentoate, fencerfothion, flupirazophos, prothiofos, propopas, Lofenofos, Hoxime, Hosalon, Phosmet, Formothion, Folate, Malathion, Mecarbam, Mesulfenphos, Metamidhos, Methidathione, Parathion, Methylparathion, Monochome Tofos, Triclozorephone, O— ethy I 0_4_ nitropheny I phen Samidofos, kazusafos, diamidafos, diclofenthion, thionazine, fenamifos, phostiazet, phoschetan, phosphocarp, 0—4— dimethy I su I famoy I pheny IO, O—d ι ethy I phosphorothioate, etoprophos, alanicazol Isoprocalp, Ethiophene Calp, Force Lubarril, Carbosu Ruphan, Xylyl Calp, Tizi Calp, Pirimicarb, Huenobu Calp , Fraciocarp, Provoxur, Vendiocarp, Benfuracarb, Meso; ϊ Zole, Methozorezozolev,, 5— X y I y I methy I carbamate, Carpofuran, Aldoxycarp, Oxamyl, Acrinathrin, Allesrin, Esphenvalerate, Epenproteline Thrin, Cyhalothrin, Gamma Cyhalothrin, Lambda Siharthrin, Cyfluthrin, Beta 'Cyfluthrin, Cypermethrin, Alpha Cypermethrin, ZetaCypermethrin, Silafrophene, Tetramethrin, Tefluthrin, Deltamethrin, Tralomethrin, Bifenthrin Phenothrin, fenvalerate, fenpropatoline, flametrin, praretrin, flucitrate, fulvalinate, fluprosystri Nate, Permethrin, Resmethrin, Metofluthrin, Dimefluthrin, Profluthrin, Etofemplox, Cartap, Thiocyclam, Benzlutap, Acetamiprid, Imidacloprid, Clothianidin, Dinotefuran, Thiacloprid, Thiamethoxam Ron, Diflubenslon, Teflubenzuron, Triflumuron, Novallon, Nobiflumuron, Bistrifluron, Fluazuron, Fullcycloxuron, Flufenoxuron, Hexaflumuron, Rufenuron, Chromafuenodide, Tebufuenozide, Halofe Nozid, Methro Proxy Fen, Buprofejin, Metoprene, Hyde Mouth Plane, Kino Len, Triazamate, Endosulfan, Chlorfenson, Chlorbensylate, Dicophore, Bromopropylate, Acetopropyl, Fipronil, Ethioprole, Pyrethrin, Rotenone, Nicotine sulfate, Abamectin, Bacillus chulingens, Spinosad, Acequinosyl, Amidofurmet, Amitraz, Etoxazol, Quinomethionate, Clofuentesine, Phenbutazin oxide, Dienochlor, Cihexatin, Spirodiclofen, Spiromethifene, Tetradiphone, Tebufenvirado, Binapyrene, Bifenadifenef , Fencio Calp, Phenoxime, Flucribilime, Fluazinam, Fulfendin, To Xithiazox, propargite, benzomate, polynactin complex, myrbemectin, lufenuron, mecarbam, metiocalp, mevinphos, holmethanate, halfenprox, azadeiractin, difenthiuron, indoxacalc, emamectin benzoate, potassium oleate Sodium acid, chlorfenavir, tolfenvirad, pimetrozine, phenoxycarp, hydramethylnon, hydroxypropyl starch, pyridalyl, fluphenelim, fulvenamide, floni force, metaf solemizo, n, rhimectin, Γ r I propy I ocyan , Rebamizol hydrochloride, Morantel tartrate, Dazomet, Metame Natorium, General formula (AA)

[In the formula, R ₅₁ represents a methyl group or a chloro group, R ₅₂ represents a methyl group, a chloro group, a bromo group or a cyano group, and R ₅₃ represents a chloro group, a bromo group, a trifluoromethyl group or a cyanomethoxy group. And R ₅₄ represents a methyl group or an isopropyl group. ] A compound represented by

Compound (BB),

Triazimephone, Hexaconazole, Propiconazol, Ibuconazol, Prochloraz, triflumizole, tebuconazole, epoxyconazole, diphenoconazole, flusilazol, triazimenol, cyproconazole, metconazol, fluquinconazol, vitertanol, tetraconazole, triconicol , Frutriafol, Penconazol, Diniconazozol, Fenbuconazol, Bromconazol, Imibenconazol, Shimeconazol, Microbutanyl, Himexazol, Imazaril, Frametovir, Tifluzazol, Etrizozol , Okispocona zool fumarate, Pefrazoate, Prothioconazole, Pyrifenox, Phenarimol, Nuarimol, Bupirimate, Mepanipyrim, Cyprodinil, Pyrimethanyl, Meta Xylyl, oxazixil, benalaxyl, thiophanate, thiophanetomethyl, benomyl, carbendazim, fuberidazol, thiabendazol, manzeb, proneb, ginebu, methylam, manneb, ziram, thiuram, chlorothalonil, etapoxamcin , Flutolanil, silthiophane, mepronil, dimethomorph, fenprovidin, fenpropimorph, spiroxamine, tridemorph, dodemorph, flumorph, azoxystrobin, cresoxime methyl, metomisto oral bottle, orisatrobin, floxastrobin, Trifloxystrobin, dimoxystrobin, pyraclostrobin, picoxystrobin, diplodione, prosimidone, bi Nclozoline, Clozolinate, Fursulfamide, Dazomet, Methylisothiocyanate, Chlorpicrine, Metasulfocarp, Hydroxyisoxazol, Hydroxyisoxazole Calium, 1,3-D ich I oropropene, carbam, basic copper chloride, basic copper sulfate, nonylphenol sulfonate copper, oxine copper, dodecylbenzenesulfonate bisethylenediamine copper complex (II), anhydrous copper sulfate, copper sulfate pentahydrate, Cupric hydroxide, Inorganic sulfur, Hydrated sulfur, Yellow lime, Lime sulfur, Zinc sulfate, Fentine, Sodium hydrogen carbonate, Potassium hydrogen carbonate, Sodium hypochlorite, Metallic silver, Edifice phos, Torquelophosmethyl, Fosetyl, Iprobenfos, Dinocap, Pyrazofos, Calp Lopamide, fusalide, tricyclazol, pyrokilone, diclocimet, phenoxanil, kasugamycin, validamycin, polyoxin complex, blasticidin s, oxytetracycline, mildiomycin, streptomycin, rapeseed oil, machine oil, bencher Varicarp isopropyl, iprofaricalp, propamocalp, diethofencalp, fluorimide, fludioxanyl fenpicuronyl, quinoxyphene, oxolinic acid, chlorothalonil, kiphorpet, probenazol, assibenzoral Smethyl, thiazinyl, cyflufenamid Diflumetrim, Metrafenone, Picobenzamide, Proquinazide, Famoki Sudone, Shiazoamid, Fuenami Don, Zoxamide, Poscalide, Shimosanil, Dithianon, Fluazinam, Diclofluanid, Triphorine, Isoprothiolane, Fuelimusone, Diclomedin, Techlophthalam, Penclone, Quinomethionate, Iminocazine Acetate, Iminocazine Albesylate , Ambam, polycarbamate, thiadiazine, chloronebu, organic nickel, guazatine, dodine, quintozene, trilfluanid, vanilladine, nitrotalisopropyl, fenitropan, dimethymol, bench azol, harpin protein, flumetobain, mandipropamide, Pentiovirad Formula (CC)

[Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 1 to 6 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group. Or represents a heterocycle. ] A compound represented by General formula (DD)

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl group having 2 to 6 carbon atoms substituted with halogen. R22 and R27 each represent a hydrogen atom, R23 and R24 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R25 and R26 each represent a hydrogen atom, R28 represents an aryl group or a heterocycle. ] The pest control composition according to any one of [1] to [14], which is a compound represented by

 [16] Known insecticides, known acaricides or known fungicides are fenitrothion, fenthion, isoxathion, acephelate, buprofezin, pipropoxyphene, silafluophene, dinotefuran, imidacloprid, etofenprox, halfenprox, thiamethoxanthine, , Acetamiprid, nitenbiram, thiacloprid, benfuracarb, mesomil, phenobalp, spinosad, pimetrozine, chromafunozide, lepimectin, fipronil,

General formula (AA)

[Wherein R ₅₁ represents a methyl group or a chloro group, R ₅₂ represents a methyl group, a chloro group, a bromo group or a cyano group, and R ₅₃ represents a chloro group, a bromo group or a trifluoro group. It represents Romechiru group or Shianome butoxy group, R _{5 4} represents a methyl group or an isopropyl group. ] A compound represented by

Compound (B B)

Fenpyroximate, pyridaben, hexithiazox, fenbutasoxide, tebufenvirad, pyrimidifen, etoxazol, polynactin complex, milbemectin, acequinosyl, bifenase, spirodiclofen, dienochlor, spiromefene, cloromephene Tolfenvirad, flucacrylim, propargite, difenthiuron, fluefenoxuron, penthiovirad, fursulfamide, iminoctadine arbesylate, cibenzolral S methyl, ferrimzone, pyroxylone, olisastrobin, azoxystrobin, carpropa Midi, Diclocimet, Probenazol, Thiazinyl, Isoprothiolane, Tricyclazol, Fusara , Kasugamycin, phenoxanyl, mepronil, diclomedin, pencyclon, validamycin, edifenphos, framtopyrup, tifluzamide, flutolanil, metminostrobin, iprobenphos, oxolinic acid, technophthalam, cimeconazol, hydroxyisoxazol , Picoxystrobin, flusilazol, carpoxin, tebuconazol, triadimenol, diphenoconazole, thiabendazol, fludioxanil, metalaxyl, streptomycin,

General formula (C C)

0 R13 R14 [Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 1 to 6 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group. Or represents a heterocycle. ] A compound represented by

General formula (DD)

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl group having 2 to 6 carbon atoms substituted with halogen. R22 and R27 each represent a hydrogen atom, R23 and R24 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R25 and R26 each represent a hydrogen atom, R28 represents an aryl group or a heterocycle. ] A compound represented by

 The pest control composition as described in [15] above.

 [1 7] The above [1 5], characterized by containing 0.001 to 95% by weight of one or more compounds selected from known insecticides, known acaricides, and known fungicides. The pest control composition as described.

 [0022] [1 8] A method for controlling pests, which comprises applying the pest control composition according to [17] to a pest or a habitat of the pest.

 [0023] [19] A method for preventing damage by pests, comprising applying the pest control composition according to [17] to plant seeds.

 [0024] [20] A method for preventing damage by pests, which comprises contacting the plant pests with the pest control composition according to [17].

[21] The prevention method according to [20], wherein the method of contacting the plant seed is spraying treatment, smearing treatment, dipping treatment, or powdering treatment. [0026] [22] The plant seeds are corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomato, cucumber, eggplant, spinach, sya-endu, capochia, sugar cane, tobacco, one-man and [19] The prevention method according to [19], which is seed of rape, taro, potato, sweet potato, konnyaku seed, edible lily or tulip bulb.

 [23] The prevention method according to [22] above, wherein the plant seed is a transformed seed.

 [0028] [24] A plant seed to which the pesticidal composition according to [17] is applied.

[0029] [25] A method for preserving plant seeds, comprising applying the pest control composition according to [17] to plant seeds.

[26] The storage method according to [25], wherein the method for applying to plant seeds is spraying, smearing, coating, dipping, powdering or fumigation.

 [0031] [27] A method for preserving a crop, which comprises applying the pest control composition according to [17] to a crop of an agricultural plant.

 [0032] [28] The application method to the harvest of agricultural plants is spraying treatment, smearing treatment, coating treatment, dipping treatment, powder coating treatment, fumigation / smoke treatment or pressurized injection [27] ] The storing method as described in.

 [0033] According to the present invention, it is possible to protect against a pest and a plurality of pests exhibiting drug resistance and the like for which a known pesticide, a known acaricide or a known fungicide alone did not provide a sufficient control effect. It is possible to provide a pest control composition that exhibits a remarkable control effect and has a remarkable control effect against a plurality of pests that exhibit pest control and drug resistance that could not be controlled by themselves. . Therefore, the pest control composition of the present invention can greatly contribute to the labor saving of agriculture.

 BEST MODE FOR CARRYING OUT THE INVENTION

 [0034] The present invention is described in detail below.

—In the general formula, the expression “Ca_C b (a, b represents an integer of 1 or more)”, for example, the expression “C 1 _C3” means that the number of carbon atoms is 1 to 3 This means that the expression “C2_C6” means 2 to 6 carbon atoms, and the expression “C 1 _C4” means 1 to 4 carbon atoms. "N-" means normal, "i-" means iso, "s_" means secondary, and "t-" means tertiary.

Specific examples of “halogen atom” and each “group” in the general formula are shown below.

 “Halogen atom” includes fluorine atom, chlorine atom, bromine atom or iodine atom.

 [0036] Examples of the "C1_C3 alkyl group" include linear or branched alkyl groups having 1 to 3 carbon atoms such as methyl, ethyl, n-propyl, i-propyl, and the like. ,

 Examples of the “C 1 _C4 alkyl group” include, in addition to the “C 1 _C3 alkyl group”, linear or branched chains such as n_ptyl, s_ptyl, i_ptyl, t_ptyl, and cyclopropylmethyl. And an alkyl group having 1 to 4 carbon atoms.

 [0037] Examples of the "C 1 _C6 alkyl group" include, in addition to "C 1 _C4 alkyl group", n-pentyl, 2_pentyl, 3_pentyl, neopentyl, n-hexyl, 2-hexyl, 4 Examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms such as _methyl_2_pentyl, 3_methyl_ 门 _pentyl, and cyclobutylmethyl.

[0038] Examples of the "C1-C3 haloalkyl group" include monofluoromethyl, difluoromethyl, trifluoromethyl, monochloromethyl, dichloromethyl, trichloromethyl, monobromomethyl, dibromomethyl, tribromomethyl, bromo Difluoromethyl, 1_fluoroethyl, 2_fluoroethyl, 2, 2-difluoroethyl, 2, 2, 2_trifluoroethyl, 1_chloroethyl, 2_chloroethyl, 2,2-dichloroethyl, 2, 2, 2-Trichloroethyl, 1-Bromoethyl, 2-Bromoethyl, 2,2_Dibu-Methyl, 2,2,2-Tribromoethyl, 2-methyl ether, Pentafluoroethyl, 3_Fluoro-n-propyl, 3_Black _ n-propyl, 3-bro N-Propyl, 1,3-Difluoro-2-propyl, 1,3-Dichloro-2_2-propyl, 1,1,1_Trifluoro-2_propyl, 1_Clro-3-3Fluoro-2_Propyl, 1 , 1, 1, 3, 3, 3 _Hexafluoro-2_propyl, 1, 1, 1, 3, 3, 3 _Hexafluoro-2 _ black mouth _2 —propyl, 2, 2, 3, 3, 3 _pentafluoro _ n-propyl, heptafluoro- i —propyl, heptafluoro _ n-propyl etc. may be the same or different Linear or branched carbon atoms substituted by one or more halogen atoms 1 to Three alkyl groups are mentioned.

 [0039] As the "C1-C4 haloalkyl group", for example, in addition to "C1-C3 haloalkyl group", 4_fluoro-n-butyl, 4_chloro_n_butyl, nonafluoro-n_butyl, nonafluoro- Examples thereof include a linear or branched alkyl group having 1 to 4 carbon atoms substituted with one or more halogen atoms which may be the same or different, such as 2_butyl.

 [0040] Examples of the "C2_C4 alkenyl group" include alkenyl groups having 2 to 4 carbon atoms having a double bond in a carbon chain such as vinyl, aryl, 2_butenyl, 3_butenyl and the like.

 [0041] Examples of the "C 2 -C 4 haloalkenyl group" include 3,3-difluoro-2_propenyl, 3,3-dichroic 2_propenyl, and 3,3_dibromo-1_proenyl. May be the same or different, such as phenyl, 2,3_dibromo-1-propenyl, 4,4-difluoro_3-butenyl, 3,4,4_tribromo_3-butenyl, etc. Examples thereof include a straight chain or branched chain alkenyl group having 2 to 4 carbon atoms having a double bond in a carbon chain substituted by a mouth atom.

 [0042] Examples of the "C2_C4 alkynyl group" include a straight chain having a triple bond in a carbon chain such as propargyl, 1-butyne_3_yl, 1-butyne-3_methyl_3-yl, etc. Examples include branched chain alkynyl groups having 2 to 4 carbon atoms.

[0043] Examples of the "C2-C4 haloalkynyl group" are the same or different. Examples thereof include a linear or branched alkynyl group having 2 to 4 carbon atoms having a triple bond in a carbon chain substituted with one or more halogen atoms.

 [0044] Examples of the "C3-C6 cycloalkyl group" include carbon atoms having a cyclic structure such as cyclopropyl, cyclobutyl, cyclopentyl, 2-methylcyclopentyl, 3-methylcyclopentyl, cyclohexyl and the like having 3 to 6 carbon atoms. Cycloalkyl groups.

 [0045] Examples of the "C3-C6 halocycloalkyl group" include the same or different, for example, 2, 2, 3, 3-tetrafluorocyclobutyl, 2_chlorocyclohexyl, 4_chlorocyclohexyl hexyl, etc. And a cycloalkyl group having 3 to 6 carbon atoms having a cyclic structure substituted with one or more halogen atoms.

 [0046] Examples of the "C1-C3 alkoxy group" include linear or branched alkoxy groups having 1 to 3 carbon atoms such as methoxy, ethoxy, n_propyloxy, and isopropyloxy. Is mentioned.

 [0047] As the "C1-C4 alkoxy group", in addition to the "C1-C3 alkoxy group", for example, a linear or branched chain such as n_butyloxy, isoptyloxy, s_ptyloxy, t_butyloxy, etc. And an alkoxy group having 1 to 4 carbon atoms.

[0048] Examples of the "C1-C3 haloalkoxy group" include trifluoromethoxy, difluoromethoxy, monofluoromethoxy, pentafluoroethoxy, 1,1,1,3,3,3_hexafluoro-2-propyloxy, 2_Fluoroethoxy, 2,2-Difluoroethoxy, 2,2,2_Trifluoroethoxy, 2_Chloro ethoxy, 2,2-Dichloro ethoxy, 2,2,2-Trichloroethoxy, 3_ Fluoro-n-propyloxy, 2, 2, 3, 3-tetrafluoro-n-propyloxy, 2, 2, 3, 3, 3 _pentafluoro _n-propyloxy, 1,3-difluoro-2-propyloxy, 1 _ black 3_Fluoro-2_propyloxy, to 1, 1, 2, 3, 3, 3_ Xafluoropropyloxy, 2, 2, 2_trifluoro-1_trifluoromethylethoxy, 2_trifluoromethoxy 1,1,2,2_trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy And a linear or branched haloalkoxy group having 1 to 3 carbon atoms substituted with one or more halogen atoms which may be the same or different.

 [0049] The "C 1 -C 4 haloalkoxy group" includes, for example, 1, 1, 1, 1, 3, 3, 4, 4, 4-octafluoro-2-ptyloxy in addition to "C 1 -C 3 haloalkoxy group" And a linear or branched haloalkoxy group having 1 to 4 carbon atoms substituted with one or more halogen atoms which may be the same or different.

 [0050] Examples of the "C1-C3 alkylthio group" include linear or branched alkylthio having 1 to 3 carbon atoms such as methylthio, ethylthio, n-propylthio, i-propylthio, cyclopropylthio and the like. Groups.

 [0051] As the "C1-C4 alkylthio group", for example, in addition to "C1-C3 alkylthio group", for example, n_butylthio, i_ptylthio, s_butylthio, t-butylthio, cyclopropylmethylthio, etc. And an alkylthio group having 1 to 4 carbon atoms in the form of a straight chain or branched chain.

 [0052] Examples of the "C1-C3 haloalkylthio group" include trifluoromethylthio, pentafluoroethylthio, 2_fluoroethylthio, 2, 2, 2-trifluoroethylthio, Heptafluoro_n-propylthio, heptafluoro i-propylthio, 1, 1, 2, 3, 3, 3_hexafluoropropylthio, 2, 2, 2_trifluoro-1_trifluoromethylethylthio, Substituted with one or more halogen atoms, which may be the same or different, such as 2_trifluoromethyloxy-1,1,2,2-trifluoroethylthio, 1,1,2,2,2-tetrafluoroethylthio Examples thereof include a linear or branched alkylthio group having 1 to 3 carbon atoms.

[0053] Examples of the “C 1 -C 4 haloalkylthio group” include, in addition to “C 1 -C 3 haloalkylthio group”, for example, nonafluoro-n_ptylthio, nonafluoro-s — 1 or 4 linear or branched carbon atoms substituted with one or more halogen atoms, which may be the same or different, such as ptylthio, 4, 4, 4_trifluoro-n_ptylthio, etc. Of the alkylthio group.

 [0054] Examples of the "C1-C3 alkylsulfinyl group" include linear or branched carbon atoms such as methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, i-propylsulfinyl, cyclopropylsulfinyl and the like. A number 1-3 alkylsulfinyl group is mentioned.

 [0055] Examples of the “C 1 -C 3 haloalkylsulfinyl group” include trifluoromethylsulfinyl, pentafluorosulfinyl, 2, 2, 2 -trifluoroethylsulfinyl, heptafluoro n-propylsulfinyl, heptafluoro _ i —Propylsulfinyl, 1, 1, 2, 3, 3, 3 _Hexafluoropropylsulfinyl, 2, 2, 2_trifluoro-1 —trifluoromethylethylsulfinyl, 2 _trifluoromethoxy 1 , 1, 2_Trifluoroethylsulfinyl, 1, 1, 2, 2-tetrafluoroethylsulfinyl, etc., which may be the same or different, linear or branched chain substituted by one or more halogen atoms And an alkylsulfinyl group having 1 to 3 carbon atoms.

 [0056] Examples of the "C1-C3 alkylsulfonyl group" include linear or branched carbon atoms such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, i-propylsulfonyl, cyclopropylpropyl and the like. A few 1-3 alkylsulfonyl groups are mentioned.

[0057] Examples of the "C1-C3 haloalkylsulfonyl group" include trifluoromethylsulfonyl, pentafluoroethylsulfonyl, 2, 2, 2_trifluoroethylsulfonyl, heptafluoro_n_propylsulfonyl, heptafluoro_ i-propylsulfonyl, 1,1,2,3,3,3_hexafluoropropylsulfonyl, 2,2,2_trifluoro- 1_trifluoromethylethylsulfonyl, 2_trifluoromethyloxy 1,1,2, _Trifluoroethylsulfonyl, 1,1,2,2,2-tetrafluoroethylsulfonyl And a linear or branched alkylsulfonyl group having 1 to 3 carbon atoms substituted with one or more halogen atoms which may be the same or different.

 As the “C 1 -C 4 alkylamino group”, for example, methylamino, ethylamino, n-propylamino, i-propylamino, n_ptylamino, cyclopropylamino, 2, 2, 2_trifluoroethyl Examples thereof include linear, branched or cyclic alkylamino groups having 1 to 4 carbon atoms such as amino.

 [0059] Examples of the "di-C1-C4 alkylamino group" include linear or branched carbon atoms which may be the same or different, such as dimethylamino, dimethylamino, N-ethyl-1-N-methylamino and the like. Examples include amino groups substituted by 1 to 4 alkyl groups.

 [0060] Examples of the "C1-C4 alkylcarbonyl group" include linear, branched, or cyclic carbon atoms such as formyl, acetyl, propionyl, isopropyl-powered sulfonyl, cyclopropyl-powered sulfonyl, 1 to 4 carbon atoms. An alkylcarbonyl group.

 [0061] Examples of the "C1-C4 haloalkylcarbonyl group" include, for example, fluoroacetyl, difluoroacetyl, trifluoroacetyl, chloroacetyl, dichloroacetyl, trichloroacetyl, bromoacetyl, iodide acetyl, 3, 3, 3_Trifluoropropionyl, 2,2,3,3,3_Pentafluorine Propionyl, etc. may be the same or different and the number of linear or branched carbon atoms substituted by one or more halogen atoms 1 Up to 4 alkyl strengths include a sulfonyl group.

 [0062] Examples of the "C 1 -C 4 alkyl carbonyloxy group" include linear or branched alkyl carbonyloxy groups having 1 to 4 carbon atoms such as acetoxy and propionyloxy. .

[0063] Examples of the "C1-C4 alkoxycarbonyl group" include a straight-chain group such as methoxycarbonyl, ethoxycarbonyl, isopropyloxycarbonyl, and the like. Or a branched alkoxycarbonyl group having 1 to 4 carbon atoms.

[0064] Examples of the "C 1 -C 4 perfluoroalkyl group" include trifluoromethyl, pentafluoroethyl, heptafluoro_n-propyl, heptafluoro i-propyl, nonafluoro-n-butyl, nonafluoro-2-butyl, Nonafluoro-i — linear or branched alkyl groups having 1 to 4 carbon atoms, all substituted with fluorine atoms such as ptyl.

 [0065] “C 2 -C 6 perfluoroalkyl group” means, for example, pentafluoroethyl, heptafluoro_n-propyl, heptafluoro 1-propyl, nonafluoro-n-butyl, nonafluoro-2-butyl, nonafluoro i-Butyl, perfluoro-n-pentyl, perfluoro-n-hexyl, etc., linear or branched alkyl groups having 2 to 6 carbon atoms, all substituted with fluorine atoms. It is done.

 [0066] Examples of the "C 1 -C 6 perfluoroalkylthio group" include trifluoromethylthio, pentafluoroethylthio, heptafluoro_n-propylthio, heptafluoro mouthpiece i-propylthio, nonafluoron-butylthio, Nonafluoro-2-ptylthio, nonafluoro-i-ptylthio, perfluoro mouth n-pentylthio, perfluoro-n-hexylthio, etc. Linear or branched carbon atoms all substituted by fluorine atoms 1-6 An alkylthio group.

[0067] Examples of the "C 1 -C 6 perfluoroalkylsulfinyl group" include trifluoromethylsulfinyl, pentafluoroethylsulfinyl, heptafluoro_n-propylsulfinyl, heptafluor mouthpiece i-propyls Linear, all substituted with fluorine atoms such as rufinyl, nonafluoro-n-butylsulfinyl, nonafluoro-2-butylsulfinyl, nonafluoro-i-butylsulfinyl, perfluoro-n-pentylsulfinyl, perfluoro-n-hexylsulfinyl Alternatively, branched alkylsulfinyl groups having 1 to 6 carbon atoms can be mentioned. [0068] Examples of the "C 1 -C 6 perfluoroalkylsulfonyl group" include trifluoromethylsulfonyl, pentafluoroethylsulfonyl, heptafluoro n_propylsulfonyl, heptafluor mouth i-propylsulfonyl, Linear or branched, all substituted by fluorine atoms such as nonafluoro-n_ptylsulfonyl, nonafluoro-2-butylsulfonyl, nonafluoro-i-butylsulfonyl, perfluoro-n-pentylsulfonyl, perfluoro-n-hexylsulfonyl Examples include chain-like alkylsulfonyl groups having 1 to 6 carbon atoms.

 [0069] The compounds represented by the general formula (1) and the general formula (1a) may contain one or a plurality of asymmetric carbon atoms or asymmetric centers in the structural formula. Although the above optical isomers may exist, the compounds represented by the general formula (1) and the general formula (1a) include all the optical isomers and mixtures containing them in an arbitrary ratio. It is included. In addition, the compounds represented by the general formula (1) and the general formula (1a) may have two or more geometric isomers derived from a carbon-carbon double bond in the structural formula. However, the compounds represented by the general formula (1) and the general formula (1a) include all geometric isomers and mixtures containing them in an arbitrary ratio.

 [0070] As the compounds represented by the general formula (1) and the general formula (1a), the following atoms or compounds having a group may be mentioned as preferred compounds.

[0071] Preferably, A ₁ A ₂ , A ₃ and A ₄ are each a carbon atom, a nitrogen atom or an oxidized nitrogen atom, and A ₂ , A ₃ and A ₄ are all carbon atoms, More preferably, A ₂ , A ₃ and A ₄ are all carbon atoms.

 [0072] is preferably a hydrogen atom, a C1-C4 alkyl group, or a acetyl group, and more preferably a hydrogen atom, a methyl group, or an ethyl group.

R ₂ is preferably a hydrogen atom, a C 1 -C 4 alkyl group, or a acetyl group, and more preferably a hydrogen atom, a methyl group, or an ethyl group.

As G ₁ G ₂ , both G ₂ are preferably oxygen atoms.

X is preferably a hydrogen atom or a halogen atom, more preferably , Hydrogen atom, fluorine atom.

 n is preferably 0, 1 or 2, more preferably 0 if <is 1.

 X is preferably a hydrogen atom or a halogen atom, more preferably

A hydrogen atom or a fluorine atom.

x ₂ is preferably a hydrogen atom or a fluorine atom, and more preferably a hydrogen atom.

x ₃ and x ₄ are preferably hydrogen atoms.

 Preferably, a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents,

A pyridyl group, or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1_C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group One or more of the same or different substituents selected from C 1 -C 4 alkylcarbonyl group, C 1 -C 4 alkylcarbonyloxy group, C 1 -C 4 alkoxycarbonyl group, acetylamino group, and phenyl group It is a substituted pyridyl group having a group.

[0074] More preferably, a phenyl group,

 Fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, trifluoromethyl group, methoxy group, trifluoromethoxy group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, A substituted phenyl group having 1 to 3 identical or different substituents selected from a trifluoromethylsulfonyl group, a methylamino group, a dimethylamino group, a cyano group, and a nitro group;

 A pyridyl group, or

 Fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, trifluoromethyl group, methoxy group, trifluoromethoxy group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, A substituted pyridyl group having 1 to 2 identical or different substituents selected from a trifluoromethylsulfonyl group, a methylamino group, a dimethylamino group, a cyano group and a nitro group.

Q ₂ is preferably a substituted phenyl group or a substituted pyridyl group represented by the general formula (2) or the general formula (3).

[0076] — In general formula (2), Y is preferably an optionally substituted C 1 -C 4 alkoxy group, C 1 -C 4 haloalkoxy group, C 1 -C 3 haloalkylthio group, A C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 haloalkylsulfonyl group, and more preferably a trifluoromethylthio group, a pentafluoroethylthio group, a heptafluoro_η_propylthio group, a heptafluoro mouthpiece i —propylthio group, trifluoromethylsulfinyl group, penta Fluoroethylsulfinyl group, heptafluoro-n-propylsulfinyl group, heptafluoro_ i —propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoro_n_propylsulfonyl group, heptafluor mouthpiece i —Propylsulfonyl group, methoxy group, ethoxy group, trifluoromethoxy group, pentafluoroethoxy group, 2_fluoroethoxy group, 2,2-difluoroethoxy group, 2, 2, 2 -trifluoroethoxy 2, 2, 2_ trichloro-ortho ethoxy group, more preferably trifluoromethylthio group, pentafluoroethylthio group, trifluoromethylsulfinyl group, pentafluoroethylsulfinyl group, trifluor Ooromethylsulfonyl group, pentafluoroethyl Ruhoniru group, Torifuruorome butoxy group, 2 _ Furuoroetokishi group, 2, 2-Jifuruoroe butoxy group, 2, 2, a 2_ triflate Ruo b ethoxy.

[0077] In general formula (2), preferably as Y _5, fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, Echiru group, eta _ propyl group, i _ propyl group, n _ butyl , 2_butyl group, trifluoromethyl group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, pentafluoroethylthio group, heptafluoro mouth i-propylthio group, trifluoromethyl Sulfinyl group, pentafluoroethylsulfinyl group, heptafluoro-n-propylsulfinyl group, heptafluor mouthpiece i-propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoron-propylsulfonyl group, Heptafluoro-i —propylsulfonyl group, cyano group, Toxyl group, ethoxy group, n-propyloxy group, trifluoromethoxy group, pentafluoroethoxy group, 2—fluoroethoxy group, 2,2-difluoroethoxy group, 2, 2, 2_trifluoroethoxy group, 2 , 2, 2_Trichloro-orthoethoxy group.

[0078] — In the general formula (3), Y ₆ and Υ ₉ are preferably each independently a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methyl group, an ethyl group, or an η-propyl group. , I-propyl group, n_butyl group, 2_butyl group, trifluoromethyl Group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, pentafluoroethylthio group, heptafluoro mouthpiece i-propylthio group, trifluoromethylsulfinyl group, pentafluorosulfinyl group, Heptafluoro_n-propylsulfinyl group, heptafluoro-i—propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoro_n-propylsulfonyl group, heptafluoro mouthpiece i—propylsulfonyl group, cyano Group, methoxy group, ethoxy group, n-propyloxy group, trifluoromethoxy group, pentafluoroethoxy group, 2_fluoroethoxy group, 2,2-difluoroethoxy group, 2,2,2_trifluoroethoxy group , twenty two , 2_trichloroethoxy group, and any one of Υ ₆ and Υ ₉ must be trifluoromethylthio group, pentafluoroethylthio group, heptafluor mouth η-propylthio group, heptafluoro_ i —propylthio group, Trifluoromethylsulfinyl group, pentafluorosulfinyl group, heptafluoro-n-propylsulfinyl group, heptafluoro_ i —propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluor mouth — n_propyl Sulfonyl group, heptafluoro--i-propylsulfonyl group, methoxy group, ethoxy group, trifluoromethoxy group, pentafluorooxy group, 2_fluoroethoxy group, 2, 2-difluoroethoxy group, 2, 2, 2_trifluoroethoxy group, 2, 2, 2_to A land port ethoxy group, more preferably, Upsilon _6, either always triflate Ruo b methylthio group Upsilon _9, pentaerythritol full O Roe Ji thio group, triflate Ruo b methylsulfinyl group, pen tough Ruo Roe chill sulfinyl group , Trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, trifluoromethoxy group, 2_fluoroethoxy group, 2,2-difluoroethoxy group, 2, 2, 2_trifluoroethoxy group, 2, 2, 2_Trichloro-orthoethoxy group.

General formulas (2) and (3) in, preferably as Upsilon _2, Upsilon _4,丫7 each independently represent a hydrogen atom, a halogen atom, a methyl group, further preferred Or a hydrogen atom,

Y ₃ is preferably a pentafluoroethyl group, a heptafluoro_η-propyl pill group, a heptafluoro mouth i-propyl group, a nonafluoro-n_butyl group, a nonafluoro-2-butyl group, a nonafluoro-i_butyl group, trifluoromethylthio Group, pentafluoroethylthio group, heptafluoro_n-propylthio group, heptafluor mouthpiece i-propylthio group, nonafluoro-n-butylthio group, nonafluoro-2-ptylthio group, trifluoromethylsulfinyl group, pentafluro Oloethylsulfinyl group, heptafluoro_n-pylpyrusulfinyl group, heptafluoro peptidyl i-propylsulfinyl group, nonafluoro_n-butylsulfinyl group, nonafluoro-2-butylsulfinyl group, trifluoromethylsulfonyl group, penta Fluoroethylsulfonyl group, heptafluoro_n_propylsulfonyl group, heptafluoro mouthpiece i-propylsulfonyl group, nonafluoro-n-butylsulfonyl group, nonafluoro_2-butylsulfonyl group, pentafluoroethoxy group, 1, 1 , 1, 3, 3, 3 _Hexafluoro-i —propyloxy group, 1, 1, 2, 3, 3, 3 _Hexafluoropropyloxy group, 2, 2, 2_trifluoro-1-trifluoro group 1-, 2-, 1-, 2-trifluoroethoxy group, 1, 1, 2, 2-tetrafluoroethoxy group,

Y ₈ is preferably a pentafluoroethyl group, a heptafluoro_η-propyl group, a heptafluor mouth i-propyl group, a nonafluoro-n_butyl group, a nonafluoro-2-butyl group, a nonafluoro-i_butyl group, a trifluoromethylthio group , Pentafluoroethylthio group, heptafluoro_n_propylthio group, heptafluor mouthpiece i —propylthio group, nonafluoro-n-butylthio group, nonafluoro-2-butylthio group, trifluoromethylsulfinyl group, pentafluoro group Loetylsulfinyl group, heptafluoro_n-propylsulfinyl group, heptafluor mouthpiece i-propylsulfinyl group, nonafluoro-n-butylsulfinyl group, nonafluoro-2-butylsulfi Nyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoro_n_propylsulfonyl group, heptafluor mouthpiece i-propylsulfonyl group, nonafluoro-n-butylsulfonyl group, nonafluoro 2-butylsulfonyl Group, pentafluoroethoxy group, 1,1,1,3,3,3_hexafluoro-i-propyloxy group, 1,1,2,3,3,3_hexafluoropropyloxy group, 2, 2, 2_trifluoro- 1_trifluoromethylethoxy group, 2_trifluoromethyloxy 1,1,1,2_trifluoroethoxy group, 1,1,2,2-tetrafluoroethoxy group .

 [0080] In the general formula described below, L is preferably a chlorine atom, a bromine atom, or a hydroxy group.

[0081] Y _ia is preferably a trifluoromethylthio group, a pentafluoroethylthio group, a heptafluorine n-propylthio group, a heptafluorine i-propylthio group, a trifluoromethylsulfinyl group, a pentafluoro Loetyl sulfinyl group, heptafluoro _ n-propylsulfinyl group, heptafluoro mouth — i — propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoro n-propyl sulfonyl group, heptafluoro mouth — i —Propylsulfonyl group, methoxy group, ethoxy group, trifluoromethoxy group, pentafluoroethoxy group, 2_fluoroethoxy group, 2,2-difluoroethoxy group, 2, 2, 2_trifluoroethoxy group, 2, 2, 2_ trichloro-ortho ethoxy group, and Preferably, a trifluoromethylthio group, a pentafluoroethylthio group, a trifluoromethylsulfinyl group, a pentafluoroethylsulfinyl group, a trifluoromethylsulfonyl group, a pentafluoroethylsulfonyl group, a trifluoromethoxy group, 2_fluoroethoxy Group, 2,2-difluoroethoxy group, 2,2,2_trifluoroethoxy group.

[0082] Y ₂ a, preferably as Y ₄ a, a hydrogen atom, a halogen atom state, and are a methyl group, more preferably a hydrogen atom. [0083] As preferably Y ₅ a, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methyl group, Echiru group, n- propyl group, i - propyl group, n _ butyl group, 2 - heptyl group, Torifuruo L-methyl group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, pentafluoroethylthio group, heptafluor mouthpiece i-propylthio group, trifluoromethylsulfinyl group, pentafluoroe Tylsulfinyl group, heptafluoro_n-pylpyrusulfinyl group, heptafluoline i-propylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoro_n_propylsulfonyl group, heptafluor port I i-propylsulfonyl group, cyano group, methoxy group, Xyl group, n_propyloxy group, trifluoromethoxy group, pentafluoroethoxy group, 2_fluoroethoxy group, 2,2-difluoroethoxy group, 2, 2, 2_trifluoroethoxy group, 2, 2 , 2_Trichloro-orthoethoxy group.

[0084] Preferably, R _a and R _b are each a fluorine atom, a trifluoromethyl group, a pentafluoroethyl group, a heptafluoro_n_propyl group, and more preferably a fluorine atom, A trifluoromethyl group and a pentafluoroethyl group.

 [0085] Preferably, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, an ethoxy group, a methylsulfonyloxy group, a trifluoromethylsulfonyloxy group, a phenylsulfonyloxy group, p_ Toluenesulfonyloxy group, acetooxy group, trifluoroacetoxy group, more preferably hydroxy group, chlorine atom, bromine atom, methoxy group, methylsulfonyloxy group, trifluoromethylsulfonyloxy group, fluoro group. Nylsulfonyloxy group and p_toluenesulfonyloxy group, more preferably a hydroxyl group, a chlorine atom, and a bromine atom.

 [0086] The production methods of the compounds represented by the general formula (1) and the general formula (1a) are shown below, but the production method is not limited to the production methods shown below.

Q ₂ a shown in the following production method is the general formula (2)

> Y ₃ , Y ₄ , and は₅ are Υ ₂ , Υ ₃ , Υ ₄ ,

),

₉ is the same as Υ ₆ , 丫, Υ ₈ , Υ _{9 in} [1] above

(Wherein, Y a, Y ₂ a, Y ₄ a, Y ₅ , R _b , are as described above).

Manufacturing method 1

(—General formula (1 9) to general formula (26), Α, A ₂ , A ₃ , A ₄ , G ₁ G ₂ , _{R 1 R 2, X, n} , are as defined above AA ₂ in _{[1], A 3, A} 4, G 1 G 2, R 1 R 2, X, n, and, L is a halogen atom, hydroxy It represents a functional group having a leaving ability such as a group. )

[0088] 1-(i) General formula (1 9) + —General formula (2 0) → General formula (2 1)

 A compound represented by the general formula (2 1) is produced by reacting the compound represented by the general formula (19) with the compound represented by the general formula (20) in an appropriate solvent or without a solvent. can do. In this step, an appropriate base can be used.

 [0089] The solvent may be any solvent as long as it does not significantly inhibit the progress of this reaction. Examples thereof include water, aromatic hydrocarbons such as benzene, toluene, and xylene, dichloromethane, chloroform, carbon tetrachloride, and the like. Halogenated hydrocarbons, linear ether or cyclic ethers such as jetyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxetane, esters such as ethyl acetate and butyl acetate, alcohols such as methanol and ethanol, acetone, methyl isopti Indicates ketones such as ruketone and cyclohexanone, amides such as dimethylformamide, dimethylacetamide, nitriles such as acetonitrile, 1,3-dimethyl-2-imidazolidinone, sulfolane, dimethylsulfoxide, etc. Can dissolve these It can be used as a mixture alone or two or more.

[0090] As the base, organic bases such as triethylamine, tri-n-ptylamine, pyridine, 4-dimethylaminopyridine, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, sodium hydrogen carbonate , Carbonates such as potassium carbonate, phosphates such as dipotassium monohydrogen phosphate and trisodium phosphate, alkali metal hydrides such as sodium hydride, alkali metal alcohols such as sodium methoxide and sodium ethoxide It can show the first class. These bases may be appropriately selected and used within the range of 0.01 to 50-fold molar equivalents relative to the compound represented by the general formula (19). The reaction temperature is from _20 ° C to the reflux temperature of the solvent used, and the reaction time is from a few minutes What is necessary is just to select suitably in the range of 96 hours, respectively.

 [0091] For example, when the compound represented by the general formula (19) is m_nitro aromatic carboxylic acid halide, m_nitro aromatic force ruponic acid halide is halogenated with the corresponding aromatic carboxylic acid. It can be easily produced by reacting the agent. Examples of the halogenating agent include halogenating agents such as thionyl chloride, thionyl bromide, phosphorus oxychloride, oxalyl chloride, phosphorus trichloride, and phosgene.

 [0092] —On the other hand, from the compound represented by the general formula (20) and the compound represented by the general formula (20) and the compound represented by the general formula (20) without using a halogenating agent, Can be produced. For example, the production method described in C chem. Ber. P. 788 (1970), that is, an additive such as 1-hydroxybenzotriazol is appropriately used, and N, N'-dicyclohexylcarbodiimide is added. The method using the condensing agent to be used can be shown. Examples of other condensing agents used in this case include 1_ethyl_3_ (3-dimethylaminopropyl) carbodiimide, 1, 1'- carbonyl bis 1 H-imidazole, and the like.

 [0093] As another method for producing the compound represented by the general formula (2 1), a mixed acid anhydride method using a chloroformate ester or the like can be shown. C h em. S o c. 50 1 By following the method described on page 2 (1 967), it is possible to produce a compound represented by the general formula (2 1). Examples of the chloroformate used in this case include isobutyl chloroformate, isopropyl chloroformate, and the like, and in addition to the chloroformate, jetyl acetyl chloride, trimethyl acetyl chloride, and the like can be given.

[0094] Both the method using a condensing agent and the mixed acid anhydride method are not limited to the solvent, reaction temperature, and reaction time described in the above-mentioned literature, and use an inert solvent that does not significantly inhibit the progress of the reaction as appropriate. The reaction temperature and reaction time may be appropriately selected according to the progress of the reaction. [0095] 1-(ii) General formula (2 1) → — General formula (22)

 The compound represented by the general formula (2 1) can be led to the compound represented by the general formula (22) by a reduction reaction. Examples of the reduction reaction include a method using a hydrogenation reaction and a method using a metal compound (for example, stannous chloride (anhydride), iron powder, zinc powder, etc.).

 In the former method, the reaction can be carried out in a suitable solvent, in the presence of a catalyst, at normal pressure or under pressure, in a hydrogen atmosphere. Examples of the catalyst include palladium catalysts such as palladium-carbon, nickel catalysts such as Raney-nickel, platinum catalysts, cobalt catalysts, ruthenium catalysts, rhodium catalysts, etc. Solvents include water, methanol And alcohols such as ethanol, aromatic hydrocarbons such as benzene and toluene, chain or cyclic ethers such as ether, dioxane and tetrahydrofuran, and esters such as ethyl acetate. The pressure is 0.1 to 10 MPa, the reaction temperature is _20 ° C to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours. ) Can be efficiently produced.

 As the latter method, the method of using stannous chloride (anhydride) as a metal compound under the conditions described in “Organic Syntheses” Co I and V o I. Ill P. 453 Can do.

[0096] 1-(iii) General formula (22) + —General formula (23) → General formula (24) A compound represented by general formula (22) and a compound represented by general formula (23) are appropriately used. By reacting in a solvent or without a solvent, the compound represented by the general formula (24) can be produced. In this step, an appropriate base can be used.

[0097] The solvent is not particularly limited as long as it does not significantly inhibit the progress of this reaction. For example, water, aromatic hydrocarbons such as benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, etc. Halogenated hydrocarbons, such as jetyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxetane Any linear or cyclic ethers, esters such as ethyl acetate and butyl acetate, alcohols such as methanol and ethanol, ketones such as acetone, methylisopropyl ketone and cyclohexanone, amides such as dimethylformamide and dimethylacetamide Inert solvents, nitriles such as acetonitrile, 1,3-dimethyl-1,2-imidazolidinone, and the like can be used alone or in admixture of two or more.

[0098] Examples of the base include organic bases such as triethylamine, tri-n-ptylamine, pyridine, and 4-dimethylaminopyridine, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, sodium hydrogen carbonate , Carbonates such as lithium carbonate, phosphates such as dipotassium monohydrogen phosphate and trisodium phosphate, alkali metal hydrides such as sodium hydride, alkali metals such as sodium methoxide and sodium ethoxide It can indicate alcoholate. These bases may be appropriately selected and used within a range of 0.01 to 50 times molar equivalent to the compound represented by the general formula (2 2). The reaction temperature may be appropriately selected from _20 ° C. to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours. It can also be produced by a method using the condensing agent described in 1_ (i) or a mixed acid anhydride method.

[0099] 1-(iv) General formula (2 4) + —General formula (2 5) → General formula (2 6) A compound represented by general formula (2 4) and a general formula (2 5) The compound represented by the general formula (2 6) can be produced by reacting the alkyl compound having a leaving group in a solvent or without a solvent. Examples of the compound represented by the general formula (25) include alkyl halides such as methyl iodide, iodoacetyl, and n_propyl bromide. In this step, an appropriate base or solvent can be used, and as the base or solvent, those exemplified in the above 1_ (i) can be used. The reaction temperature, reaction time, etc. can also follow the example of said 1_ (i). Alternatively, instead of the compound represented by the general formula (25), dimethyl sulfate The compound represented by the general formula (26) can also be produced by reacting an alkylating agent such as an acid or jetyl sulfate with the compound represented by the general formula (24).

[0100] Manufacturing method 2

(In general formula (20), general formula (23), and general formula (27) to general formula (30), ΙΚ _λ , A ₂ , A ₃ , A ₄ , G _Λ G ₂ , R _Λ R ₂ , X, η, and Q have the same meanings as ₂ , A ₂ , A ₃ , A ₄ , G ₁ G ₂ , R ₁ R ₂ , X, n, and the like in [1], L is a halogen atom, a hydroxy group, etc. ) Represents a functional group having a leaving ability, and H a I represents a chlorine atom or a bromine atom.

 [0101] 2- (i) General formula (27) + —General formula (23) → General formula (28)

 The solvent and the base described in the above (1) (i) are appropriately selected, or the carboxylic acid having an amino group represented by the general formula (27) and the general formula (23) By reacting with the compound represented, the carboxylic acid having an acylamino group represented by the general formula (28) can be produced. The reaction time and reaction temperature can be appropriately selected from the conditions described in 1_ (i) above.

 [0102] 2- (i i) — General formula (28) → — General formula (29)

Known to react a compound represented by the general formula (28) with thionyl chloride, oxalyl chloride, phosgene, phosphorus oxychloride, phosphorus pentachloride, phosphorus trichloride, thionyl bromide, phosphorus trifluoride, jetylaminosulfur trifluoride, etc. A compound represented by the general formula (29) can be produced by a halogenation reaction. [0103] 2- (iii) General formula (29) + —General formula (20) → General formula (30) The solvent and the base described in 1) (i) above are appropriately selected, or no solvent or no base The compound represented by the general formula (30) can be produced by reacting the compound represented by the general formula (29) with the compound represented by the general formula (20) according to the above conditions. The reaction time and reaction temperature can be appropriately selected from the conditions described in the above 1 (i).

 [0104] 2- (iv) General formula (28) + —General formula (20) → General formula (30) The compound represented by general formula (28) is converted into the condensing agent described in 1 above (i). The compound represented by the general formula (30) can be produced by reacting with the compound represented by the general formula (20) according to the conditions used or the conditions using the mixed acid anhydride method.

 [0105] Manufacturing method 3

 (48) (49)

(—In general formula (48) and general formula (49), A ₂ , A ₃ , A ₄ , X, n, G ₂ , R ₂ are AA ₂ , A ₃ , A ₄ , X in [1]. , N, G ₂ and R ₂ .

 The compound represented by the general formula (48) is reacted with an appropriate reagent in an appropriate solvent or without a solvent using an appropriate base, and the compound represented by the general formula (49) is obtained. Can be manufactured.

[0106] The solvent is not particularly limited as long as it does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Formamide, dimethyl Amides such as acetoamide, nitriles such as acetonitrile and propionitrile, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate, methanol, ethanol And alcohols such as 1,3-dimethyl-1,2-imidazolidinone, sulfolane, dimethyl sulfoxide, water and the like. These solvents may be used alone or in combination of two or more.

 [0107] Examples of the base include organic bases such as trytylamine, triptylamin, pyridine and 4-dimethylaminopyridine, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, sodium hydrogen carbonate, potassium carbonate Carbonates such as sodium phosphate, phosphates such as potassium monohydrogen phosphate and trisodium phosphate, alkali metal hydrides such as sodium hydride, alkali metal alkoxides such as sodium methoxide and sodium metoxide , Organic lithiums such as n-butyllithium, and Grignard reagents such as ethylmagnesium bromide.

 [0108] These bases may be appropriately selected and used in the range of 0.01 to 50 times molar equivalents relative to the compound represented by the general formula (4 8).

 [0109] Examples of the reactants include halogenated alkyls such as methyl iodide, acetyl bromide, trifluoromethyl iodide, 2,2,2_trifluoroethyl iodide, and halogenated iodide. Halogenated, propargyl bromide such as propargyl bromide, halogenated acyls such as acetyl chloride, acid anhydrides such as trifluoroacetic anhydride, and alkyl sulfates such as dimethyl sulfate and jetyl sulfate. . These reactants may be appropriately selected or used as a solvent in the range of 1 to 5 molar equivalents relative to the compound represented by the general formula (48). The reaction temperature may be appropriately selected from 180 ° C. to the reflux temperature of the solvent to be used, and the reaction time may be selected within the range of several minutes to 96 hours.

[01 10] Manufacturing method 4

(—In general formula (22) and general formula (50), Α ₂ , Α ₃ , Α ₄ , X, η, G ₂ , R ₂ are A, A ₂ , A ₃ , A _{4 in the} above [1]. , X, n, G ₂ and R ₂ .

 [0111] 4- (i) General formula (22) → General formula (50)

 By reacting the compound represented by the general formula (22) with aldehydes or ketones in an appropriate solvent or without a solvent, adding an appropriate catalyst, and reacting in a hydrogen atmosphere, the general formula (50 ) Can be produced.

 [0112] The solvent may be any solvent that does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate 1, 3-Dimethyl 1 _Imidazolidino , Sulfolane, dimethylsulfoxide, alcohols such as methanol and ethanol, and solvents such as water. These solvents can be used alone or in combination of two or more.

[0113] As the catalyst, for example, palladium catalysts such as palladium, bon-nickel, nickel catalysts such as Raney nickel, cobalt catalysts, platinum catalysts, ruthenium catalysts, rhodium catalysts, etc. can be shown. . [01 14] Examples of aldehydes include aldehydes such as formaldehyde, acetoaldehyde, propionaldehyde, trifluoroacetaldehyde, difluoroacetaldehyde, fluoracetaldehyde, chloroacetaldehyde, dichloroacetaldehyde, trichloroacetaldehyde, and promoacetoaldehyde. Can show.

 Examples of ketones include ketones such as acetone, perfluoroacetone, and methyl ethyl ketone.

[0115] The reaction pressure may be appropriately selected within the range of 0.1 M Pa to 1 O M Pa.

 The reaction temperature may be appropriately selected from 120 ° C. to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours.

 [01 16] 4-(i i) General formula (2 2) → General formula (5 0) (Alternative 1)

 By reacting the compound represented by the general formula (2 2) with an aldehyde or ketone in an appropriate solvent or without a solvent and treating with an appropriate reducing agent, the compound represented by the general formula (50) can be obtained. Can be produced.

[01 17] The solvent may be any solvent that does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons such as dichloromethane, black mouth form, carbon tetrachloride, halogenated hydrocarbons such as 1,2-dichloroethane, ethers such as jetyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxetane, Amides such as dimethylformamide, dimethylacetamide, nitriles such as acetonitrile, propionitrile, ketones such as acetone, methylisobutylketone, cyclohexanone, methylethylketone, ethyl acetate, butyl acetate, etc. Esters, 1,3-dimethyl-1,2-imidazolide Emissions, sulfolane, dimethyl sulfoxide, alcohols such as methanol, ethanol, can and this indicating a solvent such as water, these solvents leaves in be used alone or as a mixture of two or more. [0118] Examples of the reducing agent include polohydrides such as sodium borohydride, sodium cyanoborohydride, sodium triacetoxyborohydride and the like.

 Examples of aldehydes include aldehydes such as formaldehyde, acetoaldehyde, propionaldehyde, trifluoroacetaldehyde, difluoroacetaldehyde, fluoracetaldehyde, chloroacetaldehyde, dichloroacetaldehyde, trichloroacetaldehyde, and promoacetaldehyde. Can be shown.

 Examples of ketones include ketones such as acetone, perfluoroacetone, and methyl ethyl ketone.

 [0119] The reaction temperature may be appropriately selected from 120 ° C to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours.

 [0120] 4-(i i i) General formula (2 2) → General formula (5 0) (Alternative method 2)

 By reacting the compound represented by the general formula (2 2) with a formylating agent in an appropriate solvent or without a solvent, and adding an appropriate additive, R in the general formula (50) is a methyl group. Can be produced.

[0121] The solvent may be any solvent that does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate 1, 3-Dimethyl 1 _Imidazolid Emissions, sulfolane, dimethyl sulfoxide, alcohols such as methanol, ethanol, a solvent such as water can with this showing, and these solvents may be used alone or two or more Monkey.

 [0122] Examples of the formylating agent include formic acid anhydrides such as formaldehyde, formic acid, fluoroformatic acid, formyl (2,2-dimethylpropionic acid), formic acid esters such as phenyl formate, pentafluoro oral benzaldehyde, Can indicate oxazole and the like.

 Examples of additives include inorganic acids such as sulfuric acid, organic acids such as formic acid, polohydrides such as sodium polohydride, sodium cyanoporohydride, boronic acid, lithium aluminum hydride, etc. Can

[0123] The reaction temperature is from 20 ° C to the reflux temperature of the solvent used. The reaction time is from a few minutes.

What is necessary is just to select suitably in the range of 96 hours, respectively.

[0124] Manufacturing method 5

(—In general formula (3 1) and general formula (32), R ₂ , Υ ₂ , Υ ₃ , Υ ₄ , Υ ₅ are R ₂ , Υ ₂ , Υ ₃ , Υ ₄ , Υ in [1] above. ₅ is synonymous with, m represents 1 or 2

And R f represents a C 1 -C 3 haloalkyl group. )

 By using an appropriate oxidizing agent, a compound represented by the general formula (32) can be produced from a compound represented by the general formula (3 1). For example, T etrahedron Lett. Page 4955 (1 994 Year).

[0125] Examples of the oxidizing agent include organic peracids such as m_cloperbenzoic acid, sodium metaperiodate, hydrogen peroxide, ozone, selenium dioxide, chromic acid, dinitrogen tetraoxide, and acyl chloride. Iodine, bromine, N-promosuccinic acid imide, sodium benzyl chloride, t-butyl hypochlorite, etc. can be shown. The oxidizing agent is appropriately selected within the range of 1 to 5 times molar equivalent to the compound represented by the general formula (3 1). You can choose.

 Appropriate additives can also be added, for example ruthenium chloride (I I

1) can be shown.

 [0126] The solvent used in this step is not limited to the solvents described in the above-mentioned documents, and any solvent may be used as long as it does not significantly inhibit the progress of this reaction. These solvents may be used alone or in combination of two kinds. They can be used in combination. The reaction temperature is one

The reflux temperature of the solvent to be used and the reaction time may be appropriately selected within the range of several minutes to 96 hours.

 [0127] Tables 1 to 6 below show general formulas (1) and (1)

 Although the typical compounds represented by 1a) are shown below, the present invention is not limited thereto.

 [0128] In the table, “n-” is normal, “Me” is methyl, “E t” is ethyl, “n _ P r” is normal propyl, “i _P r” Is an isopropyl group, “n _B u” is a normal butyl group, “i _B u” is an isobutyl group, “s _B u” is a secondary butyl group, and “t _B u” is a tertiary butyl group. `` H '' is a hydrogen atom, `` 0 '' is an oxygen atom, `` S '' is a sulfur atom, `` C '' is a carbon atom, `` N '' is a nitrogen atom, `` F '' is a fluorine atom , “CI” is a chlorine atom, “B r” is a bromine atom, “I” is an iodine atom,

“CF ₃ ” represents a trifluoromethyl group, “C ₂ F ₅ ” represents a pentafluoroethyl group, “n _C ₃ F ₇ ” represents a heptafluoro_n-propyl group, “i _C ₃ F 7” Is a heptafluoro_ i —propyl group, “2_C ₄ F ₉ ” is a nonafluoro-2-ptyl group, “SCF ₃ ” is a trifluoromethylthio group, “SC ₂ F ₅ ” is a pentafluoroethylthio group , “S_n_C ₃ F 7” is heptafluoro_n —propylthio group, “S (O) CF ₃ ” is trifluoromethylsulfinyl group, “S (O) C ₂ F ₅ ” is pentafluoroethylsulfinyl group `` S (O) _n_C <sub>3</sub> F 7 '' is a heptafluoro_ n-propylsulfinyl group, `` S0 ₂ CF ₃ '' is a trifluoromethylsulfonyl group, and `` S0 ₂ C ₂ F ₅ '' is a pentafluoro. Loetylsulfonyl group, “S0 ₂ _n_C ₃ F 7” is heptafluor _ N-propylsulfonyl group, “OM e” is a methoxy group, “OE t” is an ethoxy group, “OC F ₃ ” is a trifluoromethoxy group, and “OCH ₂ CF” is 2, 2, 2 —Trifluoroethoxy group, “OCH (CF ₃ ) ₂ ” represents 1, 1, 1, 3, 3, 3_hexafluoro-2-propyloxy group, and “A c” represents acetyl group. is there.

General formula (A)

Table 1 (1)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

1-1 HH phenyl SCF ₃ H "C ₃ F ₇ H CI

1-2 HH 2-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-3 HH 3-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-4 HH 4-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-5 HH 2-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-6 HH 3-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-7 HH 4-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-8 HH 2-Fluorophyl SCF ₃ H -C ₃ F ₇ H CI

1-9 HH 3-Fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-10 HH 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-11 HH 2-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-12 HH 3-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-13 HH 4-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-14 HH 2-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

1-15 HH 3-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

1-16 HH 4-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

1-17 HH 2-yodophenyl SCF ₃ H -C ₃ F ₇ H CI

1-18 HH 3-Hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-19 HH 4-Hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-20 HH 3-Cyanophenyl SCF ₃ H -C ₃ F ₇ H CI

1-21 HH 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ H CI

1-22 HH 2-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-23 HH 3-Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-24 HH 4-Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-25 HH 2-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

1-26 HH 3-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

1-27 HH 4-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

1-28 HH 2-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-29 HH 3-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-30 HH 4-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-31 HH 2-hydroxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-32 HH 2-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-33 HH 3-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-34 HH 4-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-35 HH 2-phenoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-36 HH 3- (Dimethylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-37 HH 4- (Dimethylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-38 HH 4-trifluoromethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-39 HH 2- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-40 HH 3- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

Table 1 (2)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

1-41 HH 4- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-42 HH 2-acetoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-43 HH 2- (methoxycarbonyl) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-44 HH 4- (methoxycarbonyl) phenyl SCF ₃ H -C ₃ F ₇ H CI

1-45 HH 2,3-Dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-46 HH 2,4-Dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-47 HH 2,6-dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-48 HH 2,3-difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-49 HH 2,4-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-50 HH 2,5-difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-51 HH 2.6-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-52 HH 3,4-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-53 HH 3,5-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-54 HH 2,3-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-55 HH 2,4-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-56 HH 2,5-dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-57 HH 2,6-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-58 HH 3,4-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-59 HH 3,4-Dinitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-60 HH 2,6-Dimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-61 HH 3,5-dimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-62 HH 3-methyl-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-63 HH 5-Amino-2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-64 HH 3-Fluoro-2-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-65 HH 2-Fluoro-5-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-66 HH 4-Fluoro-3-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-67 HH 5-Fluoro-2-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-68 HH 2-Fluoro-6-hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

 2-Fluoro-5-trifluoromethyl

1-69 HH SCF ₃ H i- C ₃ F ₇ H CI

 Phenyl

1-70 HH 2-Black mouth-4-Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-71 HH 2-black mouth 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-72 HH 2-black mouth-6-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-73 HH 3-black mouth 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-74 HH 4-Chromium-2-Fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-75 HH 4-black mouth 2-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-76 HH 3-methoxy-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-77 HH 2-methoxy-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

1-78 HH 2,3,4-Trifluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-79 HH 2,4,6-Trimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

1-80 HH 2,3,6-trifluorophenyl SCF ₃ H -C ₃ F ₇ H CI Table 1 (3)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

1-81 HH 2,4,5-Trimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-82 HH 3,4,5-Trimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

1-83 HH 2,3,4,5,6-Pentafluorophenyl SCF ₃ H -C ₃ F ₇ H CI

1-84 HH 2-biphenyl SCF ₃ H -C ₃ F ₇ H CI

1-85 HH 3-biphenyl SCF ₃ H -C ₃ F ₇ H CI

1-86 HH 1-naphthyl SCF ₃ H -C ₃ F ₇ H CI

1-87 HH 2-naphthyl SCF ₃ H -C ₃ F ₇ H CI

1-88 HH Pyridine-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-89 HH Pyridin-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-90 HH Pyridine-4-yl SCF ₃ H -C ₃ F ₇ H CI

1-91 HH 2-methylpyridine-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-92 HH 3-Methylpyridine-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-93 HH 2-Fluoropyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-94 HH 2-Chloropyridin-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-95 HH 2-black pyridine-4-yl SCF ₃ H -C ₃ F ₇ H CI

1-96 HH 2-black pyridine-6-yl SCF ₃ H -C ₃ F ₇ H CI

1-97 HH 2-black mouth pyridine-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-98 HH 5-Chloropyridin-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-99 HH 4-trifluoromethylpyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-100 HH 3-hydroxypyridine-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-101 HH 2-phenoxypyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-102 HH 2-Methylthiopyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-103 HH 2,6-dimethoxypyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-104 HH 2,3-Dichloropyridine-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-105 HH 2,5-dichloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-106 HH 2,6-Dichloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

1-107 HH 3,5-dichloropyridine-4-yl SCF ₃ H -C ₃ F ₇ H CI

1-108 HH Pyridine-N-oxide-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-109 HH N-methylpyrrole-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-110 HH Pyrazine-2 -Inole SCF ₃ H -C ₃ F ₇ H CI

1-111 HH 2-Methylvirazine-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-112 HH 4-trifluoromethylpyrimidine-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-113 HH Franc 2-yl SCF ₃ H -C ₃ F ₇ H CI

1-114 HH Franc 3-yl SCF ₃ H -C ₃ F ₇ H CI

1-115 HH Chiofon- 2-il SCF ₃ H -C ₃ F ₇ H CI

1-116 HH Chiofen 3-yl SCF ₃ H -C ₃ F ₇ H CI

1-117 HH 3-methylthiophene-2-yl SCF ₃ H -C ₃ F ₇ H CI

1-118 HH 2-nitrothiophene-4-yl SCF ₃ H -C ₃ F ₇ H CI

1-119 HH 2-Methylthiophene-5-yl SCF ₃ H -C ₃ F ₇ H CI

1-120 HH 3-chlorothiophene-2-yl SCF ₃ H -C ₃ F ₇ H CI

Table 1 (4)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

1-121 HH 2-chlorothiophen-5-yl SCF ₃ HH CI

1-122 HH 3-bromothiophene-2-yl SCF ₃ HH CI

1-123 HH 2-Promothiophen-5-yl SCF ₃ H i- C ₃ F ₇ H CI

1-124 HH 3-Made-off-2-il SCF ₃ H i- C ₃ F ₇ H CI

1-125 HH 3-phenylthiophene-2-yl SCF ₃ H i- C ₃ F ₇ H CI

1-126 HH 2,4-Dimethylthiophene-5-yl SCF ₃ H i- C ₃ F ₇ H CI

1-127 HH 4-nitro-1H-pyrrole-2-yl SCF ₃ H i- C ₃ F ₇ H CI

1-128 HH 3-ethyl-3H-pyrazol-4-yl SCF ₃ H i- C ₃ F ₇ H CI

 1-methyl-3-nitro-

1-129 HH SCF ₃ H i- C ₃ F ₇ H CI

 1H-pyrazole-4-yl

 3—Black mouth— 1—Methyl—

1-130 HH SCF ₃ H i- C ₃ F ₇ H CI

 1H-pyrazole-4-yl

 3-Bromo-1-methyl-

1-131 HH SCF ₃ H i- C ₃ F ₇ H CI

 1H-pyrazole-4-yl

 1-methyl-3-trifluoromethyl-

1-132 HH SCF ₃ H i- C ₃ F ₇ H CI

 1H-pyrazole-4-yl

 1-methyl-5-trifluoromethyl-

1-133 HH SCF ₃ H i- C ₃ F ₇ H CI

 1H-Pyrazol-4-yl

1-134 HH Isoxazol-5-yl SCF ₃ H i- C ₃ F ₇ H CI

 4-Trifluoromethylthiazole-

1-135 HH SCF ₃ H i- C ₃ F ₇ H CI

 5-il

1-136 HH 2,4-Dimethylthiazole-5-yl SCF ₃ H i- C ₃ F ₇ H CI

 2-Ethyl-4-methylthiazol-

1-137 HH SCF ₃ H i- C ₃ F ₇ H CI

 5-il

 2-black mouth 4-methylthiazol-

1-138 HH SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

1-139 HH 3-methylisothiazol-5-yl SCF ₃ H i- C ₃ F ₇ H CI

 3,4-dichloro-isothiazol-

1-140 HH SCF ₃ H i- C ₃ F ₇ H CI

 5-il

1-141 HH 2-methylphenyl SCF ₃ HH Br

1-142 HH 4-methylphenyl SCF ₃ HH Br

1-143 HH 2-Fluorophyl SCF ₃ HH Br

1-144 HH 3-Fluorophenyl SCF ₃ HH Br

1-145 HH 4-fluorophenyl SCF ₃ HH Br

1-146 HH 4-chlorophenyl SCF ₃ HH Br

1-147 HH 4-Cyanophenyl SCF ₃ HH Br

1-148 HH 4-nitrophenyl SCF ₃ HH Br

1-149 HH 2- (Trifluoromethyl) phenyl SCF ₃ HH Br

1-150 HH 4- (Trifluoromethyl) phenyl SCF ₃ HH Br

1-151 HH 2,6-difluorophenyl SCF ₃ HH Br

1-152 HH 2,4-difluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

1-153 HH 3-black mouth-4-fluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

1-154 HH Pyridine-2-yl SCF ₃ H i- C ₃ F ₇ H Br

1-155 HH Pyridine-3-yl SCF ₃ H i- C ₃ F ₇ H Br

1-156 HH Pyridine-4-yl SCF ₃ H i- C ₃ F ₇ H Br

1-157 HH 2-Fluoropyridine-3-yl SCF ₃ H i- C ₃ F ₇ H Br

1-158 HH 2-black pyridine-3-yl SCF ₃ H i- C ₃ F ₇ H Br

1-159 HH 2-black pyridine-5-yl SCF ₃ H i- C ₃ F ₇ H Br

1-160 HH Chissfun-2-yl SCF ₃ H i- C ₃ F ₇ H Br Table 1 (5)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

1-161 HH phenyl SCF ₃ H -C ₃ F ₇ HI

1-162 HH 2-fluorophenyl SCF ₃ H -C ₃ F ₇ HI

1-163 HH 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ HI

1-164 HH 2-Fluoropyridine-3-yl SCF ₃ H -C ₃ F ₇ HI

1-165 HH 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ HI

1-166 HH phenyl SCF ₃ H -C ₃ F ₇ H Me

1-167 HH 2-Fluorophyl NCF SCF ₃ H -C ₃ F ₇ H Me

1-168 HH 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ H Me

1-169 HH 2-Fluoropyridine-3-yl SCF ₃ H -C ₃ F ₇ H Me

1-170 HH 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H Me

1-171 HH phenyl S (0) CF ₃ H -C ₃ F ₇ H CI

1-172 HH 2-Fluorocene Nil S (0) CF ₃ H -C ₃ F ₇ H CI

1-173 HH 4-Cyanophenyl S (0) CF ₃ H -C ₃ F ₇ H CI

1-174 HH 2-Fluoropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H CI

1-175 HH 2-black pyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H CI

1-176 HH phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

1-177 HH 2-Fluorophyl N (S (0) CF ₃ H -C ₃ F ₇ H Br

1-178 HH 4-Cyanophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

1-179 HH 2-Fluoropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

1-180 HH 2-Chloropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

1-181 HH phenyl S (0) CF ₃ H -C ₃ F ₇ H Me

1-182 HH 2-Fluorophyl N (S (0) CF ₃ H -C ₃ F ₇ H Me

1-183 HH 4-Cyanophenyl S (0) CF ₃ H -C ₃ F ₇ H Me

1-184 HH 2-Fluoropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Me

1-185 HH 2-black pyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Me

1-186 HH phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

1-187 HH 2-Fluorophyl Nyl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

1-188 HH 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

1-189 HH 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

1-190 HH 2-black pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

1-191 HH phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

1-192 HH 2-Fluorophyl Nil S0 ₂ CF ₃ H -C ₃ F ₇ H Br

1-193 HH 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

1-194 HH 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

1-195 HH 2-Chloropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

1-196 HH phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

1-197 HH 2-Fluorophyl Nyl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

1-198 HH 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

1-199 HH 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

1-200 HH 2-black pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

Table 1 (6)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

HH phenyl SC ₂ F ₅ HH Br

1-202 HH 2-fluorophenyl SC ₂ F ₅ HH Br

1-203 HH 2-Chlomouth Pyridine-3-yl SC ₂ F ₅ HH Br

1-204 HH phenyl SnC ₃ F ₇ HH Br

1-205 HH 2-fluorophenyl SnC ₃ F ₇ HH Br

1-206 HH 2-black pyridine-3-yl SnC ₃ F ₇ H -C ₃ F ₇ H Br

1-207 HH phenyl SCF ₃ H nC ₃ F ₇ H Br

1-208 HH 2-Fluorophyl SCF ₃ H nC ₃ F ₇ H Br

1-209 HH 2-Chloropyridine-3-yl SCF ₃ H nC ₃ F ₇ H Br

1-210 HH phenyl SCF ₃ HC ₂ F ₅ H CI

1-211 HH phenyl S (0) CF ₃ HC ₂ F ₅ H CI

1-212 HH phenyl S0 ₂ CF ₃ HC ₂ F ₅ H CI

1-213 HH phenyl SCF ₃ HC ₂ F ₅ H Br

1-214 HH phenyl S (0) CF ₃ HC ₂ F ₅ H Br

1-215 HH phenyl S0 ₂ CF ₃ HC ₂ F ₅ H Br

1-216 HH phenyl SCF ₃ HC ₂ F ₅ H Me

1-217 HH phenyl S (0) CF ₃ HC ₂ F ₅ H Me

1-218 HH phenyl S0 ₂ CF ₃ HC ₂ F ₅ H Me

1-219 HH phenyl SCF ₃ H 2-C ₄ F ₉ H CI

1-220 HH phenyl S (0) CF ₃ H 2-C ₄ F ₉ H CI

1-221 HH phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H CI

1-222 HH phenyl SCF ₃ H 2-C ₄ F ₉ H Br

1-223 HH phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

1-224 HH phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

1-225 HH phenyl SCF ₃ H 2-C ₄ F ₉ H Me

1-226 HH phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Me

1-227 HH phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Me

1-228 HH 2-black pyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H CI

1-229 HH 2-black pyridine-3-yl S (0) CF ₃ H 2-C ₄ F ₉ H CI

1-230 HH 2-black pyridine-3-yl S0 ₂ CF ₃ H 2-C ₄ F ₉ H CI

1-231 HH 2-black pyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H Br

1-232 HH 2-black pyridine-3-yl S (0) CF ₃ H 2-C ₄ F ₉ H Br

1-233 HH 2-black pyridine-3-yl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

1-234 HH 2-black pyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H Me

1-235 HH 2-black pyridine-3-yl SCF ₃ Me -C ₃ F ₇ H Br

1-236 HH 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ Me Br

1-237 HH 2-Chloropyridine-3-yl SCF ₃ CI -C ₃ F ₇ H Br

1-238 HH 2-Chloropyridine-3-yl SCF ₃ Me -C ₃ F ₇ H Br

1-239 HH 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ Me Br

1-240 HH 2-Chloropyridine-3-yl SCF ₃ Br -C ₃ F ₇ H Br

Table 1 (7)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

HH phenyl OCF ₃ H -C ₃ F ₇ H CI

1-242 HH 2-fluorophenyl OCF ₃ H -C ₃ F ₇ H CI

1-243 HH phenyl OCF ₃ H -C ₃ F ₇ H Br

1-244 HH 2-fluorophenyl OCF ₃ H -C ₃ F ₇ H Br

1-245 HH 4-nitrophenyl OCF ₃ H -C ₃ F ₇ H Br

1-246 HH 4-Cyanophenyl OCF ₃ H -C ₃ F ₇ H Br

1-247 HH 4-fluorophenyl OCF3 H -C ₃ F ₇ H Br

1-248 HH 4- (Trifluoromethyl) phenyl OCF3 H -C ₃ F ₇ H Br

1-249 HH 4-chlorophenyl OCF3 H -C ₃ F ₇ H Br

1-250 HH phenyl OCF3 H 2-C ₄ F ₉ H Br

1-251 HH 2-Fluorophyl chloride OCF3 H 2-C ₄ F ₉ H Br

1-252 HH 2-black pyridine-3-yl OCF3 H 2-C ₄ F ₉ H Br

1-253 HH phenyl OMe H -C ₃ F ₇ H Br

1-254 HH 2-Fluorophyl Nyl OMe H -C ₃ F ₇ H Br

1-255 HH 4-fluorophenyl OMe H -C ₃ F ₇ H Br

1-256 HH 2-Chloropyridine-3-yl OMe H -C ₃ F ₇ H Br

1-257 HH phenyl OMe H -C ₃ F ₇ HI

1-258 HH 2-Fluorophyl Nyl OMe H -C ₃ F ₇ HI

1-259 HH 2-black pyridine-3-yl OMe H -C ₃ F ₇ HI

1-260 HH phenyl OMe H -C ₃ F ₇ H Me

1-261 HH 2-black pyridine-3-yl OMe H -C ₃ F ₇ H Me

1-262 HH 2-Fluorophyl Nyl OMe H -C ₃ F ₇ H Me

1-263 HH phenyl OMe H -C ₃ F ₇ H CI

1-264 HH 2-Fluorocene Nyl OMe H -C ₃ F ₇ H CI

1-265 HH 2-black pyridine-3-yl OMe H -C ₃ F ₇ H CI

1-266 HH 4-Cyanophenyl OMe H -C ₃ F ₇ H Br

1-267 HH Pyridine-2-yl OMe H -C ₃ F ₇ H Br

1-268 HH Pyridine-3-yl OMe H -C ₃ F ₇ H Br

1-269 HH phenyl OCH ₂ CF ₃ H -C ₃ F ₇ H Br

1-270 HH 2-black pyridine-3-yl OCH ₂ CF ₃ H -C ₃ F ₇ H Br

1-271 HH phenyl OMe HC ₂ F ₅ H Br

1-272 HH 2-black pyridine-3-yl OMe HC ₂ F ₅ H Br

1-273 HH phenyl OEt H -C ₃ F ₇ H Br

1-274 HH 2-black pyridine-3-yl OEt H -C ₃ F ₇ H Br

1-275 HH phenyl OMe Me -C ₃ F ₇ H Br

1-276 HH phenyl OMe H -C ₃ F ₇ Me Br

1-277 HH phenyl OMe CI -C ₃ F ₇ H Br

1-278 HH phenyl OMe Me -C ₃ F ₇ H Br

1-279 HH phenyl OMe H -C ₃ F ₇ Me Br

1-280 HH phenyl OMe Br -C ₃ F ₇ H Br

第 2表（1 ) Formula (A)

Table 2 (1)

Compound Number Ri R ₂ Qi Υι Y ₂ Y ₃ Y ₄ Y ₅

2-1 Me H phenyl SCF ₃ H -C ₃ F ₇ H CI

2-2 Me H 2-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-3 Me H 3-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-4 Me H 4-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-5 Me H 2-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-6 Me H 3-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-7 Me H 4-Ethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-8 Me H 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-9 Me H 3-Fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-10 Me H 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-1 1 Me H 2-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-12 Me H 3-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-13 Me H 4-chlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-14 Me H 2-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

2-15 Me H 3-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

2-16 Me H 4-Bromophenyl SCF ₃ H -C ₃ F ₇ H CI

2-17 Me H 2-Hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-18 Me H 3-Hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-19 Me H 4-Hyodophenyl SCF ₃ H -C ₃ F ₇ H CI

2-20 Me H 3-Cyanophenyl SCF ₃ H -C ₃ F ₇ H CI

2-21 Me H 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ H CI

2-22 Me H 2-Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-23 Me H 3-Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-24 Me H 4—Nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-25 Me H 2-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

2-26 Me H 3-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

2-27 Me H 4-Aminophenol SCF ₃ H -C ₃ F ₇ H CI

2-28 Me H 2-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-29 Me H 3-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-30 Me H 4-trifluoromethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-31 Me H 2-hydroxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-32 Me H 2-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-33 Me H 3-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-34 Me H 4-methoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-35 Me H 2-phenoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-36 Me H 3- (Dimethylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-37 Me H 4- (Dimethylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-38 Me H 4-Trifluoromethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-39 Me H 2- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-40 Me H 3- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

Table 2 (2)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

2-41 Me H 4- (Acetylamino) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-42 Me H 2-acetoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-43 Me H 2- (methoxycarbonyl) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-44 Me H 4- (methoxycarbonyl) phenyl SCF ₃ H -C ₃ F ₇ H CI

2-45 Me H 2,3-Dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-46 Me H 2,4-Dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-47 Me H 2,6-Dimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-48 Me H 2,3-difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-49 Me H 2,4-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-50 Me H 2,5-difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-51 Me H 2.6-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-52 Me H 3,4-Difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-53 Me H 3,5-difluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-54 Me H 2,3-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-55 Me H 2,4-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-56 Me H 2,5-dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-57 Me H 2,6-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-58 Me H 3,4-Dichlorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-59 Me H 3,4-Dinitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-60 Me H 2,6-Dimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-61 Me H 3,5-dimethoxyphenyl SCF ₃ H -C ₃ F ₇ H CI

2-62 Me H 3-methyl-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-63 Me H 5-Amino-2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-64 Me H 3-Fluoro-2-methylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-65 Me H 2-Fluoro-5-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-66 Me H 4-Fluoro-3-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-67 Me H 5-Fluoro-2-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-68 Me H 2-Fluoro-6-hydrophenyl SCF ₃ H -C ₃ F ₇ H CI

 2-Fluoro-5-trifluoromethyl

2-69 Me H SCF ₃ H i- C ₃ F ₇ H CI

 Phenyl

2-70 Me H 2-black mouth 4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-71 Me H 2-Chromium 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-72 Me H 2-black mouth-6-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-73 Me H 3-black mouth 4-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-74 Me H 4-black mouth 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-75 Me H 4-black mouth- 2-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-76 Me H 3-methoxy-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-77 Me H 2-methoxy-4-nitrophenyl SCF ₃ H -C ₃ F ₇ H CI

2-78 Me H 2,3,4-trifluorophenyl SCF ₃ H -C ₃ F ₇ H CI

2-79 Me H 2,4,6-Trimethylphenyl SCF ₃ H -C ₃ F ₇ H CI

2-80 Me H 2,3,6-trifluorophenyl SCF ₃ H -C ₃ F ₇ H CI

Table 2 (4)

Compound No., R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

2-121 Me H 2-chlorothiophen-5-yl SCF ₃ H i- C ₃ F ₇ H CI

2-122 Me H 3-bromothiophene-2-yl SCF ₃ H i- C ₃ F ₇ H CI

2-123 Me H 2-bromothiophene-5-yl SCF ₃ H G C ₃ F ₇ H CI

2-124 Me H 3-Jodothiophen-2-yl SCF ₃ H C ₃ F ₇ H CI

2-125 Me H 3-phenylthiophene-2-yl SCF ₃ H i- C ₃ F ₇ H CI

2-126 Me H 2,4-Dimethylthiophene -5-yl SCF ₃ H i- C ₃ F ₇ H CI

2-127 Me H 4-nitro-1 H-pyrrole-2-yl SCF ₃ H i- C ₃ F ₇ H CI

2-128 Me H 3-ethyl-3H-pyrazol-4-yl SCF ₃ H i- C ₃ F ₇ H CI

 1-Methyl-3-nitro-

2-129 Me H SCF ₃ H i- C ₃ F ₇ H CI

 1 H-Pyrazol 4-yl

 3-black mouth 1-methyl-

2-130 Me H SCF ₃ H i- C ₃ F ₇ H CI

 1 H-Pyrazol 4-yl

 3-Bromo-1-methyl-

2-131 Me H SCF ₃ H i- C ₃ F ₇ H CI

 1 H-Pyrazol 4-yl

 1-Methyl-3-trifluoromethyl-

2-132 Me H SCF ₃ H i- C ₃ F ₇ H CI

 1 H-Pyrazol 4-yl

 1-Methyl-5-trifluoromethyl-

2-133 Me H SCF ₃ H i- C ₃ F ₇ H CI

 1 H-pyrazole-4-yl

2-134 Me H Isoxazole-5-yl SCF ₃ H i- C ₃ F ₇ H CI

 4-Trifluoromethylthiazol-

2-135 Me H SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

2-136 Me H 2,4-Dimethylthiazol-5-yl SCF ₃ H i- C ₃ F ₇ H CI

 2-Ethyl-4-methylthiazole-

2-137 Me H SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

 2-black mouth-4-methylthiazole-

2-138 Me H SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

 3-methylisothiazol-

2-139 Me H SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

 3,4-dichloro-isothiazole-

2-140 Me H SCF ₃ H i- C ₃ F ₇ H CI

 5-ill

2-141 Me H phenyl SCF ₃ H i- C ₃ F ₇ H Br

2-142 Me H 4-methylphenyl SCF ₃ H i- C ₃ F ₇ H Br

2-143 Me H 2 -Fluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

2-144 Me H 3-full-year-old Lofenyl SCF ₃ Hi-C ₃ F ₇ H Br

2-145 Me H 4-fluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

2-146 Me H 4—Black Mouth SCF ₃ H G C ₃ F ₇ H Br

2-147 Me H 4-Cyanophenyl SCF ₃ H G C ₃ F ₇ H Br

2-148 Me H 4-Nitrophenyl SCF ₃ H i- C ₃ F ₇ H Br

2-149 Me H 2- (Trifluoromethyl) phenyl SCF ₃ H i- C ₃ F ₇ H Br

2-150 Me H 4- (Trifluoromethyl) phenyl SCF ₃ H i- C ₃ F ₇ H Br

2-151 Me H 2,6-difluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

2-152 Me H 2,4-Difluorophenyl SCF ₃ H i- C ₃ F ₇ H Br

2-153 Me H 3—Black mouth— 4-Fluorophenyl SCF ₃ H C ₃ F ₇ H Br

2-154 Me H Pyridine-2-yl SCF ₃ H To C ₃ F ₇ H Br

2-155 Me H Pyridin-3-yl SCF ₃ H i- C ₃ F ₇ H Br

2-156 Me H Pyridine-4-yl SCF ₃ H i- C ₃ F ₇ H Br

2-157 Me H 2-Fluoropyridine-3-yl SCF ₃ H i- C ₃ F ₇ H Br

2-158 Me H 2-black pyridine-3-yl SCF ₃ H i- C ₃ F ₇ H Br

2-159 Me H 2-Chloropyridin-5-yl SCF ₃ H i- C ₃ F ₇ H Br

2-160 Me H Chiofen 2-yl SCF ₃ H i- C ₃ F ₇ H Br (Table 2)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

2-161 Me H phenyl SCF ₃ H -C ₃ F ₇ HI

2-162 Me H 2-fluorophenyl SCF ₃ H -C ₃ F ₇ HI

2-163 Me H 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ HI

2-164 Me H 2-Fluoropyridine-3-yl SCF ₃ H -C ₃ F ₇ HI

2-165 Me H 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ HI

2-166 Me H phenyl SCF ₃ H -C ₃ F ₇ H Me

2-167 Me H 2-Fluorophyl chloride SCF ₃ H -C ₃ F ₇ H Me

2-168 Me H 4-Cyanophenyl SCF ₃ H -C ₃ F ₇ H Me

2-169 Me H 2-Fluoropyridine-3-yl SCF ₃ H -C ₃ F ₇ H Me

2-170 Me H 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H Me

2-171 Me H phenyl S (0) CF ₃ H -C ₃ F ₇ H CI

2-172 Me H 4-fluorophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

2-173 Me H 2,4-Difluorophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

2-174 Me H 2,6-difluorophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

2-175 Me H Pyridin-4-yl S (0) CF ₃ H -C ₃ F ₇ H Br

2-176 Me H phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

2-177 Me H 2-Fluorofuryl S (0) CF ₃ H -C ₃ F ₇ H Br

2-178 Me H 4-Cyanophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

2-179 Me H 2-Fluoropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

2-180 Me H 2-black pyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

2-181 Me H Pyridin-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

2-182 Me H phenyl S (0) CF ₃ H -C ₃ F ₇ H Me

2-183 Me H 4-Cyanophenyl S (0) CF ₃ H -C ₃ F ₇ H Me

2-184 Me H 2-Fluoropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Me

2-185 Me H 2-Chloropyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Me

2-186 Me H phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

2-187 Me H 2-Fluorophyl Nil S0 ₂ CF ₃ H -C ₃ F ₇ H CI

2-188 Me H 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

2-189 Me H 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

2-190 Me H 2-Chromium Pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H CI

2-191 Me H phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

2-192 Me H 2-Fluorophyl Nil S0 ₂ CF ₃ H -C ₃ F ₇ H Br

2-193 Me H 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

2-194 Me H 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

2-195 Me H 2-Chloropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

2-196 Me H phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

2-197 Me H 2-Fluorophyl Nil S0 ₂ CF ₃ H -C ₃ F ₇ H Me

2-198 Me H 4-Cyanophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

2-199 Me H 2-Fluoropyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

2-200 Me H 2-black pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Me

Table 2 (6)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

2-201 Me H phenyl SC ₂ F ₅ H -C ₃ F ₇ H Br

2-202 Me H 2-fluorophenyl SC ₂ F ₅ H -C ₃ F ₇ H Br

2-203 Me H 2-chloropyridine-3-yl SC ₂ F ₅ H -C ₃ F ₇ H Br

2-204 Me H phenyl H -C ₃ F ₇ H Br

2-205 Me H 2-fluorophenyl H -C ₃ F ₇ H Br

2-206 Me H 2-black pyridine-3-yl SnC ₃ F ₇ H -C ₃ F ₇ H Br

2-207 Me H phenyl SCF ₃ H nC ₃ F ₇ H Br

2-208 Me H 2-Fluorophyl chloride SCF ₃ H nC ₃ F ₇ H Br

2-209 Me H 2-Chloropyridine-3-yl SCF ₃ H nC ₃ F ₇ H Br

2-210 Me H phenyl SCF ₃ HC ₂ F ₅ H CI

2-21 1 Me H phenyl S (0) CF ₃ HC ₂ F ₅ H CI

2-212 Me H phenyl S0 ₂ CF ₃ HC ₂ F ₅ H CI

2-213 Me H phenyl SCF ₃ HC ₂ F ₅ H Br

2-214 Me H phenyl S (0) CF ₃ HC ₂ F ₅ H Br

2-215 Me H phenyl S0 ₂ CF ₃ HC ₂ F ₅ H Br

2-216 Me H phenyl SCF ₃ HC ₂ F ₅ H Me

2-217 Me H phenyl S (0) CF ₃ HC ₂ F ₅ H Me

2-218 Me H phenyl S0 ₂ CF ₃ HC ₂ F ₅ H Me

2-219 Me H phenyl SCF ₃ H 2-C ₄ F ₉ H CI

2-220 Me H phenyl S (0) CF ₃ H 2-C ₄ F ₉ H CI

2-221 Me H phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H CI

2-222 Me H phenyl SCF ₃ H 2-C ₄ F ₉ H Br

2-223 Me H phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

2-224 Me H phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

2-225 Me H phenyl SCF ₃ H 2-C ₄ F ₉ H Me

2-226 Me H phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Me

2-227 Me H phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Me

2-228 Me H 2-Chloropyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H CI

2-229 Me H 2-black pyridine-3-yl S (0) CF ₃ H 2-C ₄ F ₉ H CI

2-230 Me H 2-black pyridine-3-yl S0 ₂ CF ₃ H 2-C ₄ F ₉ H CI

2-231 Me H 2-Chloropyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H Br

2-232 Me H 2-black pyridine-3-yl S (0) CF ₃ H 2-C ₄ F ₉ H Br

2-233 Me H 2-Chloropyridine-3-yl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

2-234 Me H 2-Chloropyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H Me

2-235 Me H 2-Chloropyridine-3-yl SCF ₃ Me -C ₃ F ₇ H Br

2-236 Me H 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ Me Br

2-237 Me H 2-Chloropyridine-3-yl SCF ₃ CI -C ₃ F ₇ H Br

2-238 Me H 2-Chloropyridine-3-yl SCF ₃ Me -C ₃ F ₇ H Br

2-239 Me H 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ Me Br

2-240 Me H 2-Chloropyridine-3-yl SCF ₃ Br -C ₃ F ₇ H Br

Table 2 (7)

Compound Number R, R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

2-241 Me H phenyl OCF ₃ H -C ₃ F ₇ H CI

2-242 Me H 2-Fluorophenyl OCF ₃ H -C ₃ F ₇ H CI

2-243 Me H phenyl OCF ₃ H -C ₃ F ₇ H Br

2-244 Me H 2-fluorophenyl OCF ₃ H -C ₃ F ₇ H Br

2-245 Me H 4—Nitrophenyl OCF ₃ H -C ₃ F ₇ H Br

2-246 Me H 4-Cyanophenyl OCF ₃ H -C ₃ F ₇ H Br

2-247 Me H 4-fluorophenyl OCF3 H -C ₃ F ₇ H Br

2-248 Me H 4- (Trifluoromethyl) phenyl OCF3 H -C ₃ F ₇ H Br

2-249 Me H 4-chlorophenyl OCF3 H -C ₃ F ₇ H Br

2-250 Me H phenyl OCF3 H 2-C ₄ F ₉ H Br

2-251 Me H 2-Fluorophyl chloride OCF3 H 2-C ₄ F ₉ H Br

2-252 Me H 2-Chloropyridine-3-yl OCF3 H 2-C ₄ F ₉ H Br

2-253 Me H phenyl OMe H -C ₃ F ₇ H Br

2-254 Me H 2-Fluorophyl Nyl OMe H -C ₃ F ₇ H Br

2-255 Me H 4-fluorophenyl OMe H -C ₃ F ₇ H Br

2-256 Me H 2-chloropyridine-3-yl OMe H -C ₃ F ₇ H Br

2-257 Me H phenyl OMe H -C ₃ F ₇ HI

2-258 Me H 2-Fluorophyl Nyl OMe H -C ₃ F ₇ HI

2-259 Me H 2-Chloropyridine-3-yl OMe H -C ₃ F ₇ HI

2-260 Me H phenyl OMe H -C ₃ F ₇ H Me

2-261 Me H 2-Black pyridine-3-yl OMe H -C ₃ F ₇ H Me

2-262 Me H 2-Fluorophyl Nyl OMe H -C ₃ F ₇ H Me

2-263 Me H phenyl OMe H -C ₃ F ₇ H CI

2-264 Me H 2-Fluorophyl Nyl OMe H -C ₃ F ₇ H CI

2-265 Me H 2-Chloropyridine-3-yl OMe H -C ₃ F ₇ H CI

2-266 Me H 4-Cyanophenyl OMe H -C ₃ F ₇ H Br

2-267 Me H Pyridine-2-yl OMe H -C ₃ F ₇ H Br

2-268 Me H Pyridine-3-yl OMe H -C ₃ F ₇ H Br

2-269 Me H phenyl OCH ₂ CF ₃ H -C ₃ F ₇ H Br

2-270 Me H 2-Chropypyridine-3-yl OCH ₂ CF ₃ H -C ₃ F ₇ H Br

2-271 Me H phenyl OMe HC ₂ F ₅ H Br

2-272 Me H 2-chloropyridine-3-yl OMe HC ₂ F ₅ H Br

2-273 Me H phenyl OEt H -C ₃ F ₇ H Br

2-274 Me H 2-Chloropyridine-3-yl OEt H -C ₃ F ₇ H Br

2-275 Me H phenyl OMe Me -C ₃ F ₇ H Br

2-276 Me H phenyl OMe H -C ₃ F ₇ Me Br

2-277 Me H phenyl OMe CI -C ₃ F ₇ H Br

2-278 Me H phenyl OMe Me -C ₃ F ₇ H Br

2-279 Me H phenyl OMe H -C ₃ F ₇ Me Br

2-281 Me H Pyrimidine-5-yl S (0) CF ₃ H -C ₃ F ₇ H Br

Table 2 (8)

General formula (A)

 Table 3 (1)

Compound No., R ₂ Q, Y, Y ₂ Y ₃ Y ₄ Y ₅

3-1 Me Me phenyl SCF ₃ H -C ₃ F ₇ H CI

3-2 Me Me 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

3-3 Me Me 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

3-4 Me Me phenyl SCF ₃ H -C ₃ F ₇ H Br

3-5 Me Me 2-Fluorophenyl SCF ₃ H -C ₃ F ₇ H Br

3-6 Me Me 2-Black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H Br

3-7 Me Me phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

3-8 Me Me 2-Fluorophenyl S (0) CF ₃ H -C ₃ F ₇ H Br

3-9 Me Me 2-Chlomouth Pyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

3-10 Me Me phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-1 1 Me Me 2-Fluorophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-12 Me Me 2-Black pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-13 H Me phenyl SCF ₃ H -C ₃ F ₇ H CI

3-14 H Me 2-Fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

3-15 H Me 2-black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

3-16 H Me phenyl SCF ₃ H -C ₃ F ₇ H Br

3-17 H Me 2-Fluorophenyl SCF ₃ H -C ₃ F ₇ H Br

3-18 H Me 2-Black pyridine-3-yl SCF ₃ H -C ₃ F ₇ H Br

3-19 H Me phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

3-20 H Me 2-full mouth phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

3-21 H Me 2-Black pyridine-3-yl S (0) CF ₃ H -C ₃ F ₇ H Br

3-22 H Me phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-23 H Me 2-Fluorophenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-24 H Me 2-Black pyridine-3-yl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

3-25 H Me phenyl SCF ₃ H 2-C ₄ F ₉ H Br

3-26 H Me phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

3-27 H Me phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

3-28 H Me 2-Black pyridine-3-yl SCF ₃ H 2-C ₄ F ₉ H Br

3-29 H Me 2-Black pyridine-3-yl S (0) CF ₃ H 2-C ₄ F ₉ H Br

3-30 H Me 2-black pyridine-3-yl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

Table 3 (2)

Table 3 (3)

General formula (B)

Table 4 (1)

Table 4 (2)

Compound number R1 R2 Q1 Y1 Y2 Y3 Y4 Y5

4-44 H H 2-black pyridine-3-yl SCF3 H i-C3F7 H Me

4-45 Me H phenyl S (0) CF3 H i-C3F7 H Me

4-46 Me H 2-Chloropyridine-3-yl S (0) CF3 H i-C3F7 H Me

4-47 Me H 2 -Fluoropyridine-3-yl S (0) CF3 H i-C3F7 H Me

4-48 Me H Pyrimidine-5-yl S (0) CF3 H i-C3F7 H Me General formula (C)

Table 5 (1)

Compound No., R ₂ AQ, Y, Y ₂ Y ₃ Y ₄ Y ₅

5-1 Η HN phenyl SCF ₃ H -C ₃ F ₇ H CI

5-2 Η HN 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

5-3 Η HN 2-black mouth pyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

5-4 Η HN phenyl SCF ₃ H -C ₃ F ₇ H Br

5-5 Η HN 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H Br

5-6 Η HN 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H Br

5-7 Η HN phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

5-8 Η HN phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

5-9 Η HN phenyl SCF ₃ H 2-C ₄ F ₉ H Br

5-10 Η HN phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

5-1 1 Η H N-oxide phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br

5-12 Η H N-oxide phenyl SCF ₃ H -C ₃ F ₇ H Br

5-13 Η H N-oxide 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H Br

5-14 Η H N-Oxide 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H Br

5-15 Η H N-oxide phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

5-16 Η H N-oxide phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

5-17 Η H N-oxide phenyl SCF ₃ H 2-C ₄ F ₉ H Br

5-18 Η H N-oxide phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

5-19 Η H N-oxide phenyl S0 ₂ CF ₃ H 2- C ₄ F ₉ H Br

5-20 Me HN phenyl SCF ₃ H -C ₃ F ₇ H CI

5-21 Me HN 2-Fluorophenyl SCF ₃ H -C ₃ F ₇ H CI

5-22 Me HN 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H CI

5-23 Me HN phenyl SCF ₃ H -C ₃ F ₇ H Br

5-24 Me HN 2-fluorophenyl SCF ₃ H -C ₃ F ₇ H Br

5-25 Me HN 2-Chloropyridine-3-yl SCF ₃ H -C ₃ F ₇ H Br

5-26 Me HN phenyl S (0) CF ₃ H -C ₃ F ₇ H Br

5-27 Me HN phenyl S0 ₂ CF ₃ H -C ₃ F ₇ H Br

5-28 Me HN phenyl SCF ₃ H 2-C ₄ F ₉ H Br

5-29 Me HN phenyl S (0) CF ₃ H 2-C ₄ F ₉ H Br

5-30 Me HN phenyl S0 ₂ CF ₃ H 2-C ₄ F ₉ H Br Table 5 (2)

General formula (D)

Table 6 (1)

Compound Number Ri R ₂ Q, γ ₆ Y7 Y ₈ Y ₉

6-1 HH phenyl SCF ₃ H -C ₃ F ₇ CI

6-2 HH phenyl SCF ₃ H -C ₃ F ₇ Br

6-3 HH 2-Chlomouth Pyridine-3-Ire SCF ₃ H -C ₃ F ₇ Br

6-4 HH phenyl S (0) CF ₃ H -C ₃ F ₇ Br

6-5 HH phenyl S0 ₂ CF ₃ H -C ₃ F ₇ Br

6-6 HH phenyl SCF ₃ H -C ₃ F ₇ Me

6-7 HH phenyl OCF ₃ H -C ₃ F ₇ Br

6-8 HH phenyl OMe H -C ₃ F ₇ Br

6-9 Me H phenyl SCF ₃ H -C ₃ F ₇ CI

6-10 Me H phenyl SCF ₃ H -C ₃ F ₇ Br

6-1 1 Me H 2-Chloropyridine- ₃ -Ire SCF ₃ H -C ₃ F ₇ Br

6-12 Me H phenyl S (0) CF ₃ H -C ₃ F ₇ Br

6-13 Me H phenyl S0 ₂ CF ₃ H -C ₃ F ₇ Br

6-14 Me H phenyl SCF ₃ H -C ₃ F ₇ Me

6-15 Me H phenyl OCF3 H -C ₃ F ₇ Br

6-16 Me H phenyl OMe H -C ₃ F ₇ Br

6-17 HH phenyl CI H -C ₃ F ₇ SCF ₃

6-18 HH phenyl Br H -C ₃ F ₇ SCF ₃

6-19 HH 2-black pyridine-3-yl br Br H -C ₃ F ₇ SCF ₃

6-20 HH phenyl Br H -C ₃ F ₇ S (0) CF ₃

6-21 HH phenyl Br H -C ₃ F ₇ S0 ₂ CF ₃

6-22 HH phenyl Me H -C ₃ F ₇ SCF ₃

6-23 HH phenyl Br H -C ₃ F ₇ OCF3

6-24 HH phenyl Br H -C ₃ F ₇ OMe

6-25 Me H phenyl CI H -C ₃ F ₇ SCF ₃

6-26 Me H phenyl Br H -C ₃ F ₇ SCF ₃

6-27 Me H 2-Chlomouth Pyridine-3-Yle Br H -C ₃ F ₇ SCF ₃

6-28 Me H phenyl Br H -C ₃ F ₇ S (0) CF ₃

6-29 Me H phenyl Br H -C ₃ F ₇ S0 ₂ CF ₃

6-30 Me H phenyl Me H -C ₃ F ₇ SCF ₃

6-31 Me H phenyl Br H -C ₃ F ₇ OCF3

6-32 Me H phenyl Br H -C ₃ F ₇ OMe

6-33 HH phenyl SCF ₃ H OCH (CF ₃ ) ₂ CI

Table 6 (2)

Table 7 shows the physical property values of the compound represented by the general formula (1). Unless otherwise specified, ¹ H-NMR shift values shown here use tetramethylsilane as an internal reference substance.

L noo / Loozdr / iDd 86 CS ^ S.0 / 800i ΟΛ \

^ () 75

Table 7 (10)

Table 8 below shows typical compounds represented by the general formula (CC) having bactericidal activity. However, the present invention is not limited to these compounds.

 [0138] In Table 8, Me is a methyl group, and i_Pr is an isopropyl group.

第 8表 T_Bu represents a tertiary butyl group.

Table 8

 [0140] Hereinafter, typical compounds represented by formula (DD) having a bactericidal action are shown in Table 9, but the present invention is not limited thereto.

[0141] In Table 9, Me represents a methyl group, i_Pr represents an isopropyl group, and t_Bu represents a tertiary butyl group.

 Table 9

[0143] Table 10 below shows substitution of compounds represented by the general formula (AA) having insecticidal action. Although a typical compound is shown, this invention is not limited to these.

 [0144] In Table 10, Me represents a methyl group, CI represents a chloro group, and Br represents a bromo group.

第 10表

Table 10

 [0146] In the pest control composition of the present invention, 0.001 to 95% by weight, preferably 0.00, of one or more compounds of known insecticides, known acaricides or known fungicides, respectively. 1 to 80% by weight is contained.

[0147] In the pest control composition of the present invention, known insecticides and known acaricides that can be combined with the compound represented by the general formula (1) of the present invention include, for example, azinphos _methy I), acephate, soxathion), isofenphos, ethion, etrimfos, oxydemeton-oxydemeton- ^ ), Quinazorephos (quina I phos), clozorepyrifos (ch I orpyrifos), clozorepyrifosmethizole (chlorpyrifos _methy I), clozorefenhinphos (ch I orfenvinphos), cyanophos, cyanophos Dioxabenzofos, dichlorvos, dizorefoton (d isu I foton), dimethy I vinphos, dimethoate, suzorephos (su I pr

0 fos), diazinon, thiometon, cicada tofuclozorenohoho (tetrach I orvinphos), cef mephos (tebupirimfos, tebupirimfos, tebulevina (terbufos) I ed), / ミ midi (vamidothion), pyrac I ofos, pyridaphenthion, pirimiphos-methy I, fenitrothion, fenthion, fenthion fenthion Phenthoate, fensu I fothion, full pyrazofos (f I upyrazofos), prothiofos, propaphos, profenofos, phoxi m), phosa I one, pho sm et, for mo thion, phorate, ma I athion, mecha sol / mecarb am), meszo fenfos, meta; i meth am idophos, methidathion, / thathion, parathions, parathion—methy I, monocrotophos, tricrozophos tr I ch I orfon), u— ethyl O— 4— nitropheny

1 pheny I phosphonothioate (EPN), Isazoho scan sazofos), Isami Dohosu samidofos), mosquito Nyusa phosphite (cadusafos), down ¹ Midahosu (di am idafos), down black fenthion (dichlofenthion), Chionajin (thionaz I n), Fuenamifosu (τ enam ι phos, fosthiazate, hoschetan, fosthietan, Phosphocasolebu (phosphocarb), O— 4— dimethy I su

I f amo y I p h e n y I O, O— d i e t h y l p h o s p h o r o t h i o a t e (DS P), ethophos (e t h o p r o p h o s), etc., organophosphorus insecticides, alany calp (a I a n y c a r b)

(a l d i c a r b), isoprocazolev (i so p p r o c a r b), etio fen cazolev (e t h i o f e n c a r b, casole / crisole (c a r b a r y

I), Cazoreposzorefan (carbosu I fan), Xyrizorecazolev (xy I y I carb), Thiodicasole (thiodicarb), Pirimicarb, Fenobucarbole, Furapocarb (Propoxur), bendiocarb (bendiocarb), benfuracarb, mesomy methomy I), metzorecazolev

^ metolcarb), 3, 5— xy I y I methy I carba ma te (XMC), power zolepofuran (carbofuran), azoledoki shikazolevu (aldoxycarb), oxamisole (ox amy I), etc. acrinathrin), aleslin (a II ethrin), esfenva I erate, empenthrin, cycloprothrin, cyha I othr ι n, Ga, nma ■ shi / ヽ ro trin (ga mm a— cyha I othrin), lambda

■ Shihazolethrin (I am b d a— cy h a I o t h r i n)

(cyf I uthrin), Beta-cyf I uthrin, Shihezoremerin (cypermethrin), Azophasi pezoremethrin (a I pha— cypermethrin), Zeta ■ Cipezoremerin (zeta) — Cypermethrin)

I af I uofen), tetr am ethrin, tefluthrin, delta methrin (de I am ethrin), tralometrin (tra I om ethrin), bifentri (Fenfenrin), phenothrin, fenva I erate, fenpropathrin (fenpropathr ι n), fumemeline ^ fur am ethr ι n, puffretrin (prallethrin) (F I ucythrinate), fuzole / flunetinate, fuzolev mouth sulinate (f I ubrocythrinate), pezoremethrin (permethrin), resmetrin (resm ethrin), metofolethrin (metof I uthrin) ), Dimefuzorelin (dimef I uthrin), profluthrin (profluthrin), etofenprox, and other pyrethroid insecticides and their isomers, cartap, thiocyc I am , Nereistoxin insecticides such as bensu I tap, acetamiprid, imidacloprid

(imidac I oprid), clothinin (c I othianidin), dinotefuran (dinotefuran), thiac I oprid, thi am ethoxam, nitenpyram, etc. Insecticides, chlorfluazuron, dif I ubenzuron, tef I ubenzuron, trif I um uron, no / zorelon (nova)

I uron, novif I um uron, history zotriron (bistrifluron), fuzoreas fountain (f I uazuron), fuzore cycloxuron (f I ucyc I oxuron), fuzole fenoxuron (f I ufenoxon ), Hexaf I umuron, zofenuron, chr oma fenoz ι de, tebufenoz ι de, ethoxy oz, halo fenozide d ι ofeno I an), cyromazine, pyriproxyfen, buprofezin, metoprene, hydroprene, quinoprene, triazamate, etc. Organochlorine insecticides such as endosulphan (endosu I fan), closole fenson (ch I orfenson), closole benzylate (ch I orobenzi I ate), ncophor (dicofo I), bromopropylate (bromopropylate), Acetopro--zole (acetopro I e), fifty mouth nisole, f ι prο η ι I), ethipro yl (ethipro I e) and other phenylrubrazole insecticides, pyrethrins, rotenone ( rotenone), nicotinesu I fate, abameetin, Bacillus thuringiensis (BT) symmetric I spinosad Insecticidal natural products such as acequinocy I, amidof I umet, amitraz, etoxazo I e, quinometion, ch I nometh ι onat Nno (c I ofentezine), phenbutatin oxide phenbutatinoxide, dienochrosole (dienoch I or), cyhexatin, spirodic I ofen, spiromesifen, d Tebufenpyrad, binapacry I, bifenazate, pyridaben, pyrimenfen, fenazaquin, fenaza oth, fenaza oth , Fenpyroximateno, fuzorea cripyrim (f I uacrypyrim), fuzorea jinam ( f I uazinam), flufenzine (f I ufenzine), hexithiazok Hexythiazox, proargite, benzomate, polynactin complex (po I ynactins), mi I bem ectin, zolefenuron, mezole / kum acaricides such as mecarb am), methiocarb, methiocarb, mevinphos, formetanate, ha I fenprox, azadirachtin, diafenthiuron ), Indoxacarb, emamectin benzoate, potassi um o

I eate), sodium o I eate, chlorfenapyl, tozofenfenad (to I fenpyrad), pym etrozine, fenoxycarb, fenoxycarb hydr am ethy I non), hydroxypropy I starch, pyridayl y pyr, pyrene I y I, fue fenenerim, f I ubendi am ide, floni Force mid (flonic am id), metaflumizone (metaf I um I zone), repimectin, lepimect ι n), tripropylisocyanurate (TPIC),

I e V amiso I), mo ranteltartrate, daz om et, meta m-sodi urn, compounds represented by the general formula (AA), compounds (BB), etc. .

Examples of known fungicides that can be combined with the compound represented by the general formula (1) in the pest control composition of the present invention include triadimephone (tr Iadimefon), hexaconazo Ie, Propiconazo I e, ipconazo I (i pconazo I e), prochloraz (proch I oraz), trif I umizo I e, tebconazo I e, epoxy conazo, epoxiconazo I e, nfu no conazol ( difenoconazo I e), flusilazole, flusilazole, triadimenol, cyproconazo Ie, meteonazo I e, funorequinconazo, fluquinconazole Bitertanol, tetraconazole, triticonazo, triticonazole, flutriafol (fI utriafo I), penconazo Ie, diniconazole, fenubuconazol fenbuconazo I e), bromconazo Ie, Λ michenconan I zole, imibenconazo I e), cimeconazole (sime conazo I e), micro butisole (my c I obutani I), hymexazo I sol (hymexazo I), imazarisole (i ma za I i I), flamet topizole (furametpyr), tifluz am eide (thifluz am ide), Etridiazo I e, Oyas Inconaso Nore, oxpoconazo I e, Oxpoconazo I e- fumarate, Pefurazoate, Prothioconazole etc Fungicides such as pyrifenox, pyraninox, fenarimo I, nuarimo I, bupiri mate, etc., mepanipyrim, cyprodini I cyprodini I (pyrimethani I) and other anilinopyrimidine fungicides, metalaxyl (meta I a X y I), oxaxixinole o X adini I), henaraya Honoré (bena I axy I) Ashiruaranin fungicides such as, Chiofane Ichito (Thiophana te), thiophanate—methy I, benomy I, carbendazim, fuberidazole, thiabendazole and other benzimidazoles such as thiabendazole Fungicides, manzeb (mancozeb no, prohi, bu (prop ι neb), ny, bu, ζ ι neb), methylam (metir am), mannebu (ma neb), syram (zir am) thiuram (thir am) Dithiocarbamate fungicides such as chlorothaloni I, organochlorine fungicides such as chlorothaloni I, ethabox am, oxycarboxin, carboxin, fuzoletranizole (fluto I) ani I), silthiof am, mepronizole

(m e p r o n i I) and other powerful lupoxamide fungicides, dimethomorph (d i m e t h omo r p h), fenprohinn (f e n p r o p i d i n), fenpropimorph (f e n p r o p i mo r p h), spiroxamine (s p

I roxam I ne no, 卜 リ 丁 "E solef (tr ι d emo rph), kencho mosolef (dod emo rph), morpholine fungicides such as f I umorph, azoxystrobin ( azoxystrobin), kresoxim—methy I, metominost mouth bin (orimastrobin), oroxastrobin, fluoxastrobin (1 0 1 3 3 “0 13 1 门”, trif Roxystrobin (trifloxystrobin), dimoxystrobin (di mo xystrobin), Hiracrostrohin (pyrac I ostrobin), Hikokins 卜 rohin (picoxystrobin), the virgin fungicide, iprodione, procymone (procymone) ), Dicarpoxymide fungicides such as hinc mouth zoline (vinc I ozo I in), clozolinate, flusulf amide, dazome (Daz om et), Mechizoreisochi old Shiane Ichito (methyliso thiocyanate), clozolepicrin (ch I oropicrin), metasulfocarb (methasulfocarb), hydroxyisoxazole, hydroxyisoxazol Zoleca 'Jum (hydr ο ι soxazo I e- potass ι um), Soil sterilization such as echlomezole, 1, 3—Dich I oropropene (D-D), meta m_ sodium, basic copperperchloride, base † ± sulfuric acid (basiccoppersulfate), nonizolepheno——Zoleszorephone®, coppernony I pheno I sulfonate, copper — oxinate, doctonole benzene bisethylene diamine copper complex (II) (DBEDC), copper sulfate (coppersulfateanhydride), copper sulfate: ίι 水 t¾ (coppersulfate), copper sterilizers such as copperhydroxide, inorganic sulfur (su I fur), hydrated sulfur Agent (wettablesulf ur ¾ J¾ sulfur "5" simultaneous ¹ J (calciumpo I ysu I fide), zinc sulfate (zincsulfate), fentin (fentin), ash 酉! sodium hydrogencarbona (sodiumhydrogencarbona te), ash 酉 hydrogen power U um (potassi um hydrogencarbonate) Hypochloroform, inorganic fungicides such as sodium hypochlorote, metallic silver (si I ver), edifenphos, torque phos methyl (to I c

I ofos—methy I), fosety I, iprobenfos, dinocap, pyrazophos, and other organic phosphorus fungicides, carpropamid, fthalide Melanin biosynthesis inhibitor fungicides such as tricyclazol zole, tr I eye I azo I ej, hiroyaron (pyroqu ι I on), dic I ocymet, fenoxanisol, kasug (kasug amycin), validamycin (va I idamycin), polyxin complex (po I yoxins), blasticidin S (blastcid I n— S), Oyanchotofcycline (oxytetracyc I ι ne), mizoredomycin (mi I diomy cin), streptomycin (strept omy cin) and other antibiotic fungicides, rapeseed oil (rapeseedoil), machine oil (ma chineoil) and other natural product fungicides, bench avalicarb isopropyl (benthiavalicarb-isopropy I) , □ / カ lycazolev, iprova I ι carbno, propamo carb (prop amo carb), dietophencarb (diethofencarb) and other powerful bactericides such as fluoride (f I uoroimide), Fuzoren ^ r Sanizole (fludioxoni I, pyrrolic fungicides such as fenpicloni I), quinoline such as quinoxyfen, oxo I inicacid quinoline Phthalides such as fungicides, chlorotaguchinil (ch I orotha I oni I), captan (. Captan), fosolet (fo I pet), phthalonitrile fungicides, probenazol (probenazo Ie) ), Fcihexamide (fenhex am id), phyfactamide that induces disease resistance of plants such as acibenzolar _S_ methyl, thiazinyl (tiadini I), fenhex am id, fenhex am id Diflumetrim (d I f I um etor ι m), metofenone (metrafenone), chickweed r (picobenz am ide), flokina h (proquinazid), famoxadone (f amo xadone), cyazof am id (cyazof am id) , Fen am idone, zox am ide, poscali r (boscalid), cymmo xani I, dithianon, f I uazinam, Dich mouth fuzoreanide (dich I ofluanid), triforine (triforine), isoprothiolane ( isoprothio I ane), ferrimzone (ferimzone), dichromedin (dic I om ezine), tech mouth phthalam (tec I ofta I am), pencicuron (pencycuron), kinomechi

(q u i n o m e t h i o n a t e), iminoctan 醉 酉 ts (i m i n o c t a d i n e-t r i a c e t a te)

(iminoctadine— a I besi I ate),, n / ku (A mob am), polycarb ama te, thiandiazin, chloroneb (ch I oroneb), organic Nickeldimethyldithioc arb ama te, ヮ / "Zanan (guazatine), dodecy I guanidine— acetate, quintozene, 卜 lysolefuzoreanide (ani I azne) , Nitrotazore Sofurhizore (η ι trotha I ― ι sopropy I), Huenitropan (fenitropan), Dimethirimo I (dimethirimo I), Benchazo, Benthiazole, / ヽ Zole hinpin protein (harpinprotein), Fuzore topa, I (f I umetover), Man "rifro /, G (ma ndiprop am ideno, Examples include penthiopyrad, compounds represented by the general formula (CC), compounds represented by the general formula (DD), etc. Among the compounds listed above, there are compounds that can take stereoisomers. However, the present invention includes these heterogeneous substances.

The pest control composition of the present invention is suitable for controlling various agricultural and forestry, horticulture, storage pests, sanitary pests, nematodes, etc. that harm rice plants, fruit trees, vegetables, other crops, and flowers. As eyes (LEPI DO PTE RA), bat mori (tndoc I ytaexcrescens ノ, キ マ タ フ コ ウ モ リ E ndoc I ytasinensis), ノ ロ 丁 ん コ 'ノ モ リ (P a I pifersexnotata), / ふ く / ヽ マ キ (Ac I erisc oma riana) A doxophyesoran afasciata), Chinocokakumon / Amakhisaki (A doxophyess p.), Rinkomonkamaki (A rchipsbreviplicanus), Mitarekakumumakimaki (A rchipsfuscocupreanus), Kakmon / Kakimon / Akanaヽ i mouth

/, Maki (C nephasiacinereipa I pana, click ¹ moth

(Cydiakurokoi), Crime drisinciga (Eucoenogenesaestuosa), Apple raffinitio (G rapholitamo I esta), Chiahamaki (H omonamagnanima), Rin H o o ma V oraglycinivorella), az sham shiga (M atsumuraesesazukivora), dais samushiga (M atsumuraesesfa 1 cana), bean sprout (M atsumuraeses phaseoli), (Spi I onotaoce I 1 ana), Grape Hosono Maki (E upoeci II iaambigue 1 1 a), Kwaihoso /ヽ Maki (P h a 1 o n i d i a m e s o t y P a), Momogi talented hoso / ヽ Maki (P h t h e o c h r o i d e s c I a n d e s t i n a), Ko 卜 ringa (C y d i a p o m o n e I I a a, p e

, Minoa (B ambalinasp.), Talented Minoa (Eumetajaponica), Chiamino Power, (bumetaminuscu 1 a), Kokuga (N emapogongranel 1 us), Iga (T ineatrans 1 ucens), Nanbinaga (B uccu 1 atri XP yrivore 1 1 a), peach leaf moth (L yonetiac 1 erke 1 1 a), ginmon leaf moth (L yonetiaprunifo 1 ie 1 1) a), bean moth (C alopti I iasoye I la), chiyanohosoga, (C alopti I iatheivora), apple hosoga, (C a I opti I iazachrysa), force kihosoga (C uphodesdiospyrose I la), kinmon hosoga (P hy II on) , S pulerinaastaurota, Phyl I ocnistiscitre I la, Grape leaflet (P hyllocnististoparcha), Ney ^! Moth (A crolepiopsissapporens is) (A rgyresthiaconjugel I a), P aranthrenerega I is, Kosukashi (S ynanthedonhector ノ, force kinohetumun sword (.btat hmo poda ma sinissa), imokibaga ^ rachm ι atr ι annu I e II a), Pectinophoragossypie II a, Phythorimaeaopercu I e II a, C arposinaniponensis, Apple /, Makiku mouth / ku (III iberispruni), Kurositaaifuka, (L atoiasinica), Fuga (Mo nemaf I avescens), Nashifuga (N arosoideusf I avid

0 rsa I is),, aged fuga (P arasaconsocia), Hime Kurofuga (S cope I odescontracus), Cika I osuppressa I is, Cunapha Iocrocismedinalis, Momonogo, Matagono geta, I, heifer is), Samurai Heikuronomei sword (D iaphaniaindica), Nanma Tafu Meiga (E ct omy e

1 o I spyrivorella), Nayamata Taiga (E phest ι ae I ute II a), Sunkonama Dafumeka (E phestiaku ehniella), Sirochimomata, Lameiga, (E tiellazinckenella), Black-headed swordfish (Euzopherabatangens ι s), Iyphodespy I oa I is, /, Imada, Ranomeiga, (H el I u I laundalis) Neta /, Maki (M arasmiaexigua), Mameru (M arucatestulalis), ヮ Tano Mead (N otarchaderogata), str / Meiga (O str ι n ι afurnaca I ι s), Azuki bean, (O striniascapu I a I (O striniazaguliaevi), Shi / Kuttoga, (P araped I as I ateterrella ノ, コ ノ ノ メ タ メ (P leuroptyaruralis), Plodiainterpuncte I la), san kameiga (S cirpophagaincertu I as), guinta Mongolia /, (P api I iohelenus), Yellow moth / (P api I iomachaonhippocrates), 9 "Ha (P api I ioxuthus), Monk butterfly (C oliaseratepo I iographus), Monrochi Pierisrapaecrucivora, L ampidesboeticus, A ngeronaprunaria, A scotisselenaria, B istonrobustum, acme d , Matsukale / ヽ (D endro I ι musspectabi I is), Obikareha (M a I acosomaneustriatestac ea), Rinko Reha (O donestisprunijaponens is), Osos Shiba (C ephonodeshy I as), Grape sparrow (A cosmeryxcast Kashachihoko (C losteraanachoreta), Segronachichoco (CI osteraanastomosis), Monklon Pha I eraf I avescens, Pha I erodonta ma n I ey, S tauropusfagi P ersimi I is, Chaucous moth (E uproctispseudoconsper sa), Mon squirrel iss I is), sword (buproctissubf I ava), gyantriadispar, yellow moth (Orgyiathye II ina),

(H y P h a n t r i a c u n e a), Kumadara Hitori (S p i I o s o m a i m p a r i I i s), Mimmon Kinupa, (A c a n t h o p

I u s i a a g n a t a), Nak rontano (A e d i a I e c o m e I a s), Tamanayaga (A g r o t i s i p s i l o n), Power buffaga

(A g r o t i s s e g e t u m), (A n om i s f

I ava), A nomismesogona, A utographanigrisigna, T richop I usiani, He I icoverpaarmigera, I ta coverass Heliothis ma riti ma, Maestrabrassicae, H. abalone (N arangaaenescens), Pseuda I etiase P arata, Rice 3 (S esamiainferens)

, S piro do p t e r a d e p r a v a t a, S p o d o p t e r a e x i g u a, Hasmonyo u (S p o d o p t e r a I i t u r a), Rinko ken e n a

I ntermed ι a), Nankenmon ^ ι m ι niarum ι c ι s), X estiac _ nigr um, etc., Hemiptera as a heterogeneous species (H eteroptera), marine bug (Megacoptapunctatissimu) , Mohsaki turtle Moon (C arpocorispurpureipenn is), Funahige Stink bug (D o I ycorisbaccar um), Japanese turtle (E urydemapu I chr um), Japanese turtle (E uryd ema rugosum), Ezo ysarcorisguttiger, Talented tofu fushikame mun, I ys Tokera-Hame-Kamemushi (E ysarcorisparvus), Shirahoshi-Kame-mushi (E ysarcorisventralis), Tsuya-ta-mem-men (GI auciassubpunctatus), Akasunkame-men (Raphos oma rubrol ι neatum), L agynotomuse I ongatus), (S tar ι oidesiwasak ι i), Aothocorissordidus, A nacanthocor I sstr ι ι c orn ι s), Hong / カ Rikamemun (CI etuspunctiger ノ, ヒ メ /, リ カ メ ン, CI etustr ι gonus), gifted helicopter (M o I Pery X fu I ginosa), P tocorisaacuta), spider helicopter (L eptocorisachinensis), Thai spider helicopter (L eptocorisaoratorius), helicopter stink bug (R iptortusc I a V atus), akahimemerikamekame

V ^ A eschyntelesmacu I atus), L. orr. achybrachius I ur I dus) Mushroom, Stinkbug (P ar om iusexguus), Kohyo Hentanaga force bug (T ogoh em ipterus), Steller's stink bug (D ysdercuscingulatus), Dwarf stink bug

(D y s d e r c u s p o e c ι I u s),

Kikugun / Kui (G a l e a t u s s p i n i f r o n s), Janagung / Kui (M e t a s a l i s p o p u l i), Kumgun Hai (S t e p h a n

I t I sfasc II car I na) _s phantom bai (S tephan ι tisnashi), S tephanitispyrioides, U hleritesdebile, U hleriteslatius, Higanagasukaika

^ A de I phocor ι s I ι neo I atus), Butihi 9 "Crocus turtle (A delphocoristriannu I atus), A polyguslucor um, A po I ygusspino I ai, A Kahoshikasukame (C reontiadespa II idifer), Tanokokukasukaikame (C yrtopeltistennuis), Talented black turtle Hikaru (tct om etopterusmicantu I us)

I ticiel I usinsularis), Rinco Sorokasumika (H eterocordy I usf I a ν ι pes), Maju / Kasumi turtle (Lygusd I spons ι), Matafukas turtle (L ygussaundersi no, Dingusa kasumi turtle, I rthoty I usf avosparsus), wheat turtle (S tenod ema ca I caratum), futansunkasu: turtle (S tenotusbinotatus), akasunsunka turtle (S tenotusrubrovittatus), turtle (T aylorilyguspal I idulus), Ito rig estia I ium), Homo ptera, Abu Fuse (Graptopsa I trianigrofuscata), Ma A phrophoracosta I is, A phrophoraf I avipes, A phrophoravitis, CI oviapunctata, Hoso ヮ I aenusspumar ι uso, ツ オ フ(B othrogoniajaponica), C icadellaviridis, C ofanaspectra, A guriahanaquereus, /, Ferro lion Myrtle (A rboridiaapica I is), Myrtle Myrtle (E dwardsianaf I avescens), / Myrtle Myrtle / Myrtle (E dwardsianarosae) _s Myrtle 3 Myrtle (Em poascaab ι et ι s), Myr ), Rice candy Himekokoba (τ haiasubrufa), Mikan Himeko / ku ^ yg I ne I

I acitri), Futatenoko / Ku (Ma crostelesfascifrons), Nephotettixcineticeps, Nephotettixnigropictus, Nephotettixvirescens, O The Inazumokobai (R eci I iadorsalis

), Mugiyokobai (S o r h o a n u s t r i t i c i), Han'nonagayo Kobai (S P e u s o t e t t i x s u b f u s c u I u s), Hime Bokubi Unka (to a o d e I p h a x s t r i a t e I I u s), Tobiiroun force (N i I a p a r v a t a I u g e n s), sugar Roh Thin Lowe Lanka (

N umatamuiri), corn (P eregrinusmaidis), black fox (Perkinsie I lasaccharicida), white fox (S ogate II afurcif) era), Hyeunka (S ogatellapanicicola), click Wakijirami (A n omo neuramori), segment, mouth Himekijirami (C a I ophyanigridorsalis), Mikan'yanfumi (D ι aphorinacitri), catcher Ma / Sayanfu (M esoh omo tomac am phorae) s Bok卜 Kinfumi (P syllaabieti), Alder whale (P syllaalni), Pepper killer whale (P sy I laj ama tonica), Rinko tofu (P sylla ma I i), Black apple killer whale (P sylla ma Livorsy), II apyrisuga), Toverakinrami (P sy I latobirae), Kusari Kalyanfu (Γ riozac am phorae), Krita Garikinf (T riozaquercico I a), Mikanto 9 "" Nanfumi (AI eurocanthusspiniferus), AI Tanoku co whitefly (B em isiatabaci), Mikankonajira Mi (D ia I eurodescitri), on Sit Conan Rami (T ria I eurodesvaporariorum) _s Nzore /, - Li - Nami Fumi (B em isiaargentifo I ii), Grape Neafumushi (V iteusvitifolii), Rinne aphid (A phidounguis ma il), Rinko ヮ Tamun (Ei rios oma I an I ger um), Satsuki eo I uc ι fuga), genus aphid (A cyrthosiphonpisum), yucana thousand aphids (A phiscitricola), mame braun (A phiscraccivora), yanka bramun (A phisfarinoseyanagicol a), sah s Naga, Aphid (A ulacorthumso I ani), Makiwarakiku masolea braun (B rachycaudushe I ichrysi), Icon abramun (B rev I corvnebrass ι cae), Chuichi Uffi, Bhumun ( D ysaphistu I ipae), force / ヮ tofu kita aphid (E uceraph ι spunct ι penn ι s), ~ έ

(H yalopteruspruni), fake icon aphid (L ipaphiserysimi), Kikuhimehikenaga, Buramushi (M acros I phon I e II asanborn ι) Aphids (Me I anaphissiphone II a), My zusma I isuctus, Umeko burabushi

(My z u s m u m e c o I a), Momoka Aphid (My z u s p e r s I c a e), Neki Z Buhmun (N e o t o x o p t e r a f o r m

0 s a n a), Rinko dwarf beetle (O v a t u s m a I i c o I e n s), / ヽ squirrel, beetle (R h o p a I o s i p h u m n ym p h a e a e), Rab p a h s p

1), talented Bonoa power aphid (R hopa I osiphumrufiabdomina I is), S appaphispiri, S chizaphispirico I a, S itobionakebiae, Brasil (S itobionibarae), Commass aphid (T oxopteraaurantii), Citrus squirrel, Bufun (T oxopteracitricidus), Momokobu abumushi (T uberocepha I usmomon ι s), Tawanhi 9 "Naka, Bu mun eu um;, Muki i 卜 ri, Bhumun (S chizaphisgr am in um), ヮ ヮ 力 力 カ D (D ros I chacorpu I enta), Iseri, Kaigahumun, 1 ceryapurchasi, Matsumotokonaka Kahun (C risicoc tori McKonakai sword humushi (C risicoecuspin I ノ, Nashikonakai sword humushi (D ysmicoccus wistariae), citrus pears (PI anococcusc I tri), dung beetles (PI anococcus kraunhiae) Rumun (C eroplastescer I ferus, Zorhi--Mouth Erop I astesrubens), Scarlet Beetle (C occusdiscrepans), Swordfish (C occushesperidum), Force crisp genus ), E riceruspela, Lecaniumcorni, Lecan ι umpers ι cae, Pu I vinariaaurantii, Pika I u IV inariacitrico Ia no, Kuwatakagafumun, Pu IvI nar ιakuakuo Ia no, Reibu Katakaigahumun (ba ι sseti ao I eae), A ndas P iskashico I a, A on I die II aaurantii, A onidie II acitrina, A spidiotusdestructor, White Japanese aphid (A spidiotushederae), Acahon masoleka galamung (C hrys om pha I usficus), Nanma zorekai sword lamb (C orn stockas P is P erniciosa), Black caterpillar (D up I as P idiotusc I a V iger), Mikanka ^ r Kaikaram (L e Pidosa P hesbeckii), Apple oyster scale insect (L epidosa P hesu I mi), Nashishigai scale insect (L opho I eucas P isja P on I ca), Nankurohon force Kahumun, P ar I atoreo P sispyri), Par I atoria c am e II iae), Py I atoriatheae, P ar I atoriaziziphi, /, Lanna sword Kaga, Ramun (P innaspisaspidistrae), Mikamazorekaiga, P seudaonidiadup I ex), Pseudaon I dia Peoniae, Pseudau I acaspispentagona, 'Pseudau I acaspisprunico I a, Yanenen nas As the Coleoptera (COL EO PTE RA), A doretustenui ma cu I atus, A noma I acuprea, A noma I arufocuprea, E ucetonia P i I era , E ucetoniaroe I ofsi, Nagatokogane (H eptophy II apicea), M elolonthajaponica

Scarab beetles (M i M e I a s p l e n d e n s), Core Ohanamuri (O

X ycetoniajucunda), bean turtle, (Po P i II iaja P onica), Anthrenus V erbasci, Attagenusunico I orjapon I cus), evening / ヽ ^! (L a SI odermaserricorne), Hirataki Kyun (L yct U sbrunneus), Guy 7 Dyas (and arpophi I usdimidiatus), Clarophilus cis (C arpophilushemi P terus), Talent Nijiyu I ata), Ninyuyahontentou (EP i I achnavigintioctopunct ata), Ep II achnavar ι vest ι s, Himeko: Muntaman (AI phitobius I aevigatus), Neatus picipes), Japanese silkworm (P alorusratzeburgii), Japanese silkworm (P a I orussubdepressus), Chiyokomoko, Mimushita, Masashi (T enebrio mo II tor, Kokumesu Iki umcastaneum), Giant octopus (T riboliumconfusum)

, Bean bud (E P i c a u t a g o r h am i no, Kima Tuff power Mikiri (A e o I e s t h e s c h r y so t h r i x), Gomadara force makiri fK n o p I o p h o r a ma l a s i a c a)

(Mo n o c h am u s a l te r n a t u s)

I idesobtectus), azuki beetle (C a II osobruchuschinensis), three beetle (C allosobruchusmacu I atus), uri beetle (A u I acophoraf emo ra I is), chii mouth sazore / I ), Kamenoko /, insect (C ass I danebu I osa) , sugar beet Tobihamushi (C haetocnemaconeinna) _s Imosa Honoré /, insect (C olas P os oma dauricum) , N'yuushihoshiku Binagahamushi (C riocer I squatuordecimpunetata), Inenekui /, Musi (D onac I aprovosti), Ruri potato beetle (L inaeideaaenea), L uper omo rphatunebrosa, Japanese edethianigrobi I ineata, Inedo eagleza (O u I emaoryzae), ), Icon /, Mun (Phaedonbrassicae), Kisun Flea /, Musi (Phy I lotretastriolata), Colorado /, N (L eptinotarsadec em lineata), Coronzo ―Diabroticas p.

(I n V o IV u I uscupreus), Rhynchitesheros, Cy 1 asformicarius, Anthonomus P omorum, Daikon Salzo Umushi (C euthorhynchidiusa I bosutura I is), Kuryasoumun (C urcu 1 i

O 3 1 1 1 <; 171 6 门 3; 3), Ineso 'Nomushi (巳 0 1 ^ 1 nocnemussqu am eus), Euscepes P ostfasciatus, Hyperanigrirostris, Alfalfa tako Hypera P ostica

), Inemis weevil (L i s s o r h o p t r u s o r y z o P h i 1 u s), Ry s t r o der e s c o s t i r o s t r i s, apple kofumushi (b h)

, Thikofuki weevil (S itonajaponicus), ヮ Tamihana weevil ι, Α η thon om usgrand ι s) For example, T omicus P iniperda, TH YS ANO PTERA

, Kusakiiro thrips (A n a p h o t h r i p s o b s c u r u s)

, Bearded thrips (C hirothripsmanicatus), chiano kuro thrips (D endrothripsminowai), bean thrips (F rankliniellaintonsa), franklin iella thrips (Frankliniella 1 i 1 ivora ton Zymuma (H eliothripshaemorrhoid alis), Cosmosa Zamima (M icrocepha 1 othri P sabd om ina 1 is), Tizusasumauma (Mycterothri P sglycines), Zhazamuma (P seudodendroth ripsmori), Scirtothripsdorsa I is, Acahihi, Suma be I enothripsrubrocinctus, Rice, Suma (S tenchaetothripsbiform is), Nejuguchi Z the 'Noma (Γ hr ι) psa II iorum), Bihana Thammama (Thripscoloratus), Yellow Thripsflavus (Thripsflavus), Thri P shawaiiensis, hr I psnigro P i I osus) , Southern Thrips (T hr I ps P a I mi), Red Thrips (F rank I ine

II aoccidenta I is), Soybean Thripssetosus, Thripssimp I ex, Thripstabaci, Ink Thamis (H a PI othripsacu I eatus) a PI othripschinensis) _s /, Hap I othripskurdj umo vi, Hume PI othripsniger, Shi-Oh othripsniger (L eeuweniapasanii), Kuskudaza

I o t h r i P s f I o i r i d e n s i s), Yuri no kada za mima (and i o t h r i P s V a e e c k e i), Simark da za mima (L

I t o t e t o t h r i P s p a s a n i a e),

P o n t i c u I o t h r i p s d i o s p y r o s i) etc.

As RT HO PTE RA, there are the following: Periplaneta am ericana, Crocodile (Periplanetafu I ι ginosa), Cockroach (Periplanetajaponica), Blattel I ager ma n ι ca ) _s Himechiya / Kokugokuburi (B lattella I ituricol I is), Himekashiri (Homo rocoryphusjezoensis), Ksaki 'J (Homo rocoryphusineosus), Kef ry II ota I pasp.), Coago (O xyahy I aintricata), Ko / Nina = T (O xyayezoensis), Tonosa Mahatta (L ocustamigratoria) etc.

The Diptera (DIPTE RA) includes Tipu I aaino, Cibik Mouth / Kaneki / Ke (B radysiaagrestis), Soybean flies (A sphondylias p.), Daricuscucurb ι tae D acusdorsa I is, D acustsuneonis, Autok / ヽ Mayuhui / R hacoch I aenajaponica, 、, Migyelliagpa, y Hydelliagriseola, H ydrel iasasakii), Drosophilasuzukii, I, Kimocribae C h I oropsoryzae No, Ten Mokurinoku _ (Mer omy za η ι gr ι ventris), ii, / ヽ Mog 'J / A gr omy zaoryzae), Namokuriba ^ C hr oma t omy ι ahort ι co I a), Eggplant /, Moku U / Ku (L iriomyzabryoniae), Green onion /, Mok 'J / Ku (Liorimyzachinensis), Bean / , Moku, ri / kue (L ir I omyzatrifo I ι ι ノ, 卜 マ 卜 / ヽ "έ , L r r ι omy ζ asativae, 口 / 口, ヮ / L L L タ タ タ タ マ イ タ マ イ マ イ タ マ イ マ イ マ イ マ イ タ マ イ マ イ マ イ D タP eg omy acunicularia), Black flies (P horm ι areg ι na), Eno _ (M uscad om est ι ca), Power ye (C ulexpipienspallens), Sina /, Madaf force (A nophe I essinensis), 卜Sun Yma force (A edesalbopictus), Chikaie force, ulexpipiensmo I estus, etc., Hymenoptera (H YME NO PTE RA), Nihon force bra /, / Kuchi (A thaliajaponica), force bra /, / Kuchi (A th aliarosaeruficornis), apple bee (A rgema I i), chorange /, / bee (A rge P agana), kuritama bee (D ryoco sm uskuri P hi I us), black mackerel (Form I cajapon ι ca), etc. As a g (A CAR I NA), Pyo I yphagotarsonemus II atus

), Cyclamen dusty (Ste n e o t a r s o n e m u s p a l l i d u s), Cybomen dusty (T a r s o n e m u s w a i i t e i)

, Nyfantani (P y emo t e s V e n t r i c o s u s), Muata, N

P e n t a a I e u s m a j o r), grape spider mite (B r e V i P

I P u s I e w i s i), Chiyano Himehadani (B r e V i p a I P u S o b o V atu s), Pinatupurhimehadani (D o I i c h o t e t r n y c h u s f I o r i d a n u s), P

IP uszhizhi I ashvi I iae), Minamihime / Kada, (B evipa I pusphoen I c I s), Namike Nagahadani (T uckere II apavon I form I s), B ryobiapraetiosa), Nisek Mouth-Ba-Hadabi (B ryobiarubrioculus), Anzu spider mite (E otetranychusboreus), 5 Chinok / Ita, Ni (E otetranychusgenicu I atus), Kurino mite (E otetranychuspruni)

), White spider mite (t o t e t r a n y c h u s s e x m a n a c u

I a t u s), Smith Hadai (E o t e t r a n y c h u s s m i t h i

), Kurumihadani (E o t e t r a n y c h u s u n c a t u s), cedar Nohada two (O I i g o n y c h u s h o n d o e n s i s), Chibikobuha Tani, O l i g o n y c h u s i I i c i s), Karamatsuhada two (O I i g o n y c h u s k a r ama t u s), the force Nhadani (Ri P a n o n y c h u s c i t r, Ringohadani (P a n o n y c h u s u I m i)

Nisenami Hadaji (T e t r a n y c h u s c I n n a b a r i n u s)

, Kansah Hadaji (Tetranychuskanzawai), Namiha Tick (cutter etranychusurticae), Otohadada (Tetranychusviennensis), Cyananosabidai (A caphy II athese), Churipsabidai (A ceriatu I ipae), Mikansabidai (A culopspe I ekassi)

Peach rust mites (A cu I usfockeui), apple crust scholars (A culussch I echtenda I i), chia sabbidani (C a I acaruscar ι natus), mushroom rust mites (C a I epitrimerusvitis), pear rusts E riophyesch ι baensis), Ashitokonani (A carussiro), Mugi mite (AI e U roglyphusovatus) _s i) Leptotrombidiumscute I

I a r i s), L e p t o t r om b i d i u m P a

I I i d u m) etc.

 As for the ginseng g (TY and ENCHI DA), Bentgrass centiyu (A nguinaagrostis), Wheat genticenti (A nguinatritici), Imogusarescentyu (Dity I enchusdestructor), Nyishukucentiyu (Ty I Ienchorhynchu aytoni), Martin Ishuku Sentiyu

(T y I enchorhynchus ma rtini) , Ishukusenchi Yu (T y I enchorhynchussp.), Imamufunemogu ¹ Lise Nchuu (H irschmanniel 1 ai mam uri) , I, Nemo Gurisenchiyuu (H irschmanniellaoryzae Roh, Mina Mine Gusa Les Sen Chuu (P ratvlenchuscoffeae) , Praty I enchusconvalla riae), Chrysanthemum sacentiyu (Pr

 l a x), lantern sale (P r a

 i), Mugi Negusa Sentiyu (Pr a t y

t u s)

t r a n s), Negare Sentiyu (P r a

, Namirasen Senyu (H e I i c o t y

e r a), Chiara Sencentyu (H e I i

y t h r i n a e), nematode (H

 s p.), H. p I o I

Roc y Iu (Ro t y I e n c h u I u

Brachyruma Sencentiyu (S c u t e

u r u m), wheat scented (B i d

Tensist nematode (C a c t o d e r a c a c t i), two sense nenchu (C r y P h o d e r a sp p), potato cyst centiyuu

(GI oboderarostochiensis), Inesist centimeters (H eteroderae I achista), Soy cysts centimeters (H eteroderag I ycines), Claws / Histodes chu (H eteroderatrifo I ii), Alena renoid og M Camellia japonica (Me I oidogynecame II iae), Shebacob nematode (Me e oidogynegr am inis), Kitanekobusen Chu (Me I oidogynehap Ia), Samaemonekbu Senyu (Me I oidogyneincogn)

(M e I o d o g y n e s p ·), Mikan Nesentyu (T y I e n c h u I u s s e m i P e n e t r a n s), Nise Nesare Sentiyu (A p h I e n c h u s a v e n a e), etc.

YLAIMI DA), Kusunaga / ヽ Risenyu (Longidorusmartini), Nagari Senriyu, and ongidorussp ), Amerikhaoharisenchu (X i P hinemaamericanum), Talent / ヽ Ricentyu (X i P hinemasp), Yumihari Sentiyu (T richodoruss P), etc., THYSAN

U RA), Yamato Simi (C t e n o I e p i s m a V i I o s a

), Seiyonmi (L e p i s m a s a c c h a r i n a), Madara Simi

, '' H e rmo b i a d o m e st i c a), etc., termite g (I S O P τ

E RA), Daikokushiroa '(Cry P totermesd om esticus), Japanese termites (Coptotermesformosanus), Crested termites (R eticu I itermessperatus), Thai termites (O dontotermesformosanus), etc. L iposcelisbostrychophi I us) etc.

(SIP HONA PTE RA), cynocephalidescanis, etc., lice (ANO PLU RA), attamanfu =; (Pedicuiush uma nush uma nus), etc., arthropod labrum (CH I LO PODA) As geji (T hereuron em atuberculata) etc. As an arthropod double leg (DIP LO PODA) As oyster (O xidusgracilis) As a mollusc phylum (MO LLUS CA) As for slug (Inci I ariabi I ineata) Etc.

Examples of plant diseases that can be controlled by the pest control composition of the present invention include rice blast (Pyriculariaoryzae), blight (Rh I zocton I asolani), sesame blight, and och I ι obolusmiyabeanus) Magidae disease (Gibberel I afujikuroi); wheat powdery mildew (E rysiphegr am inisf. Sp. Hordei; τ. Sp. Tritici), ¾ (P ucciniastriiformis; P. gr am inis; P. recondita; P. hordei ), Leaf spot (P yreno P horagr am inea), net blotch disease (P yrenophorateres), red mold disease (F usari um calmorum F anenaceum; F. graminearum; M icrodochiumni V a I e), snow rot (T yphu I as P ■; M icronectrie II aniva I e), Bare Scab (U sti I agotritici U. nuda), Namagusa Scab (T i II etiacaries), Eye Rick (P seudocercospore II aherpotrichoides), Strain (R hizoctoniacerea I is)

 , Morphological disease (Rh y n c o s p o r i u m s e c a I i s), Leaf blight (S e P t o r i a t r i t i c i) Blight (E p t o s P h a r i a n o d o r u m); Green beans, cucumbers, tomatoes, grapes

Potato, soybean, cabbage, eggplant, lettuce, etc. Gray mold disease (Botrytiscinerea); rice, cabbage, komatsuna, tomato, eggplant, etc. Seedling old disease (R hizoctoniasolani); grape bean disease (P la smo) pora ν ι ticola ノ and 3 丙, Phakopsora am pelopsidis), powdery mildew (U ncinulanecator ノ, black tsutsu 3 丙 (E lsinoeampe I ina), late rot, Gl om erellacingulata); apple noodle Disease (P odosphaera I eucotr ι cha), black star moth (V entur ι ainaequa I is), spotted leaf disease (A lternariama I i), red star disease (.b ym nosporangiumy ama dae), monia disease (S clerotiniama I) , Rot (V a I samali); black spot of pear (AI ternariakikuchiana), black encaustic (V enturianashicola), red star (G ymnosporangiumharaean um), ring rot (P hysa I osporapiricola); peach ash Gonorrhea (S clerotiniacinerea), black scab (I adosporiumcarpophi I um), homoposis rot (P h omo psiss p.); Disease (G loeosporiumkaki), deciduous leaf disease (Cercosporakaki; My cosphaere I lanawae), powdery mildew (P hyl I actiniakakikora);

P seudoperonosporacuben sis), brown spot (corynosporame I onis), cucumber blight (R izoctoniaso I an I), powdery mildew (S phaerothecafu I iginea) _s anthracnose (shi olletotrich um I agenarium) Blight (Mycosphaerel I ame I on I s); ring rot of tomato bud (AI ternariaso I ani), leaf mold (CI adosporiumfu I v am), plague (P hytophthorainfestans); powdery mildew of eggplant (E rysiphecichoracorum), soot power, rust (Mycove II osie II anattrassii); black spot disease of cruciferous vegetables (AI ternariajapon I ca), white spot erythra (erospore II abrassicae), root rot (PI asmodiophorabrassicae) Root rot (Phoma I ing am); leeks of leeks (P uceiniaa II ii), black spot (A lternar I aporri); wilt of Fuengsou and leeks (F usariumoxysporum); Cercosporakikukuchii), black and green, tf lsinoeglvcinnes), sunspot disease (Diaporthephaseo I o I um); green beans Ash leaf disease (C o II etotrich um I ind em uthian um); black ¾ ^ disease (Mycosphaere II apersonatum _s ) varieties (Cercosporaarachidicola); powdery mildew (E rysiphepisi) Disease (P eronosporapisi); Summer plague (A lternariasolani), Black bruise (R hizoctoniasolani), Phytophthorainfestans (Peronosporavi); ciae), plague (Phytophthoranicotianae); Chichia net rot (E xobasidi um reticu I atum), white rot (E lsinoeleucospila), moss (C olletotrich um theae-sinensis); tobacco red rot (AI) ternarialongipes ノ, tsutsu / 3 丙 (Ez rysiphecichoracearum), ash disease (C o II etotrich um tabacum), plague (Phytophthoraparasitica); tensai spot disease (C ercosporabeticola); , Powdery mildew (S phaerothecapannosa), throwing (Phytophthoramegasper ma); cypress nebula, Septoriachrysanth em i — Indic ι ノ, white rust 3 丙 (P ucc ι η ι ahoriana); strawberry udon / Disease (S phaerothecahumu II), plague (P hytophthoranicotianae); kidney bean, cucumber, tomato, strawberry, potato, soybean, cabbage, eggplant, lettuce, etc. bclerotinia sclerotiorum) Common scab (E lsinoefawcet tii); carrot black leaf scab (AI ternariadauci); lawn grass, raun / tsuchi disease (R hizocton I asolani), tough one spot disease (clerotiniah omo eocarpa), Hunpa (R h ι zocton ι aso I ani) etc., but is not limited to these.

The content of the compound effective for controlling pests in the pest control composition of the present invention is usually 0.5 to 20% by weight for powders, 550% by weight for emulsions, and 90% by weight for wettable powders. 0.1 20% by weight for granules and 1 90% by weight for flowable preparations. On the other hand, the amount of carrier in each dosage form is usually 60 99% by weight for powders, 40 95% by weight for emulsions, 10 90% by weight for wettable powders, 80 99% by weight for granules, and 1 for flowable formulations. 0 to 90% by weight. The amount of the adjuvant is usually 0.1 to 20 weight ⁰ / o for the powder, 1 to 20% by weight for the emulsion, 0.1 to 20% by weight for the wettable powder, and 0 to 0 for the granule. 1 to 20% by weight and 0.1 to 20% by weight for flowable formulations.

[0151] The pest control composition of the present invention is used for controlling pests in an amount effective for pest control as it is, or appropriately diluted with water or suspended in order to control various pests. Or it may be applied to a pest habitat. The amount used varies depending on various factors such as the purpose, target pest, crop growth, pest occurrence, weather, environmental conditions, dosage form, application method, application location, application time, etc. Usually, the active ingredient may be selected from the range of 0.1 g to 1 OOO g as an active ingredient per are, and preferably in the range of 1 g to 500 g.

 [0152] As a method for controlling pests by applying the pest control composition of the present invention to pests or habitats of pests, for example, for pests occurring in fruit trees, cereals, vegetables, etc. In addition to spraying, soil all layers treatment, crop application, floor soil mixing, cell seedling treatment, planting hole treatment, plant root treatment, top dressing, paddy rice seedling box treatment, water surface treatment, etc. It can also be used after absorbing. In addition, it can be applied to nutrient solutions in nutrient solution (hydroponics) cultivation, smoke, or trunk injection. Furthermore, for example, in addition to spraying on storage pests, house pests, hygiene pests, forest pests, etc., it can also be used as application to house building materials, smoke, and peat.

 [0153] By applying the pest control composition of the present invention to the harvest of agricultural plants, it is possible to control pests generated during storage of the crop. That is, the pest control composition of the present invention as it is, appropriately diluted with water or the like, or suspended in an amount effective for pest control is used as a crop of agricultural plants or a crop of agricultural plants. Postharvest treatment such as spraying, smearing, applying, dipping, powdering, fumigation, smoke or pressurized injection, etc. may be performed

[0154] Agricultural plant crops include rice, barley, wheat, corn, rye, Oats, Endo, Green Beans, Cowpeas, Salta Beans, Saltapia Beans, Bata — Beans, Pegia Beans, White Beans, Lima Beans, Broad Beans, Soybeans, Azuki Beans, Apricots, Ume, Sweets, Plums, Nectarine, Peach, Orange , Grapefruit, Natsumi, Satsuma mandarin, Sudachi, Daidai, force pos, lime, lemon, bean paste, malmo mouth, apple, pear, pear, apogad, kiwifruit, guava, date palm, pineapple, passion fruit, banana, papa , Mango, strawberry, cranberry, hackleberry, blackberry, bullberry, oyster, watermelon, grape, cucumber, melon, turnip, cauliflower, cabbage, radish, Chinese cabbage, komatsuna, watercress, keel, western Rust , Radish, broccoli, sweet potato, konnyaku potato, taro, potato, capocha, cucumber, shirori, artichoke, endive, gopow, salsify, chicory, lettuce, shitake, mushroom, celery, carrot, parsnip, parsley, parsley Tomato, eggplant, pea man, asparagus, onion, garlic, leek, bonito, green beans, okra, sugarcane, ginger, sugar beet, spinach, immature green beans, immature green endo, oil seed (sesame seeds, rapeseed, castor, Benibana, cottonseed, etc.), nuts (almond, ginnan, chestnut, walnut, pecan, etc.), cacao beans, coffee beans, tea, hops, etc., but the present invention is not limited to these. It is not a thing.

 [0155] By applying the pest control composition of the present invention to plant seeds, it is possible to control pests that are generated during the preservation of plant seeds. That is, the pest control composition of the present invention is sprayed and applied to a plant seed or a plant seed storage location in an amount effective for pest control as it is, appropriately diluted with water or the like, or suspended. Splashing, coating, dipping, dressing, smoke or fumigation may be performed.

[0156] By applying the pest control composition of the present invention to plant seeds, it is possible to prevent damage caused by pests occurring in the plant after sowing. That is, the pest control composition of the present invention is diluted as it is or with water or the like, or suspended. By spraying the plant seeds with an amount effective for pest control in a turbid form, and applying treatment such as smearing, dipping or dressing to the plant seeds, the compounds effective for pest control are brought into contact with the plant seeds. Just do it.

 [0157] Plant seeds refer to those that store nutrients for germination of young plants and are used for agricultural reproduction. For example, seeds such as corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomato, cucumber, eggplant, spinach, green peas, capocha, sugar cane, tobacco, piman and black apricots, Examples include seeds such as potato, sweet potato, and konnyaku, edible lily, and seed balls such as bulbs such as tulips. These plant seeds may be transformed. A transformed plant is a plant that is created by artificially manipulating genes and the like, and is not originally present in nature. Examples include soybean, corn, cotton, etc. that have been given herbicide resistance, corn, cotton, potato, etc., that have been given the ability to produce insecticides, such as rice and tobacco adapted to cold regions.

 [0158] The pest control composition of the present invention is generally used in a form convenient for use according to a conventional method for preparation in agricultural and horticultural drugs. That is, these are mixed in a suitable inert carrier, or if necessary, together with an auxiliary agent in a suitable proportion, dissolved, separated, suspended, mixed, impregnated, adsorbed or adhered, and an appropriate dosage form, For example, it may be used as a preparation in suspensions, emulsions, solutions, wettable powders, granules, powders, tablets and the like.

[0159] The inert carrier may be either solid or liquid. Examples of materials that can be used as a solid inert carrier include soybean flour, cereal flour, wood flour, bark flour, sawdust, tobacco Stem powder, walnut shell powder, bran, fiber powder, residues after extraction of plant extracts, synthetic polymers such as ground synthetic resin, clays (eg kaolin, bentonite, acid clay), talc (eg talc, Pyrophyllides, etc.), silicas (eg, diatomaceous earth, silica sand, mica, white carbon [some synthetic high-dispersion silicic acid, also called hydrous finely divided silicon, hydrous silicic acid, and some products contain calcium silicate as the main component)], activated carbon, Yow powder, pumice, calcined diatomaceous earth , Brick ground, fly ash, sand, inorganic mineral powders such as calcium carbonate, calcium phosphate, chemical fertilizers such as ammonium sulfate, phosphorous acid, ammonium nitrate, urea, ammonium sulfate, compost, etc. Or it is used in the form of a mixture of two or more.

 [01 60] Examples of materials that can be used as a liquid inert carrier include compounds that are effective in controlling pests with the aid of adjuvants, in addition to those that have solvent capabilities themselves. For example, the following carriers can be exemplified as typical examples, and these are used alone or in the form of a mixture of two or more, for example, water, alcohols (for example, methanol) , Ethanol, isopropanol, butanol, ethylene glycol, etc.), ketones (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, diisopropyl ketone, cyclohexanone, etc.), ethers (eg, jetyl ether, dioxane, Cellosolve, diisopropyl ether, tetrahydrofuran, etc.), aliphatic hydrocarbons ( Kerosene, mineral oil, etc.), aromatic hydrocarbons (eg benzene, toluene, xylene, solvent naphtha, alkylnaphthalene, etc.), halogenated hydrocarbons (eg dichloromethane, chloroform, carbon tetrachloride, black benzene, etc.), Esters (eg ethyl acetate, butyl acetate, ethyl propionate, diisoptyl phthalate, dibutyl phthalate, dioctyl phthalate, etc.), amides (eg dimethylformamide, jetylformamide, dimethylacetamide) Etc.) and nitriles (eg acetonitrile).

 [01 61] As auxiliary agents, the following typical auxiliary agents can be mentioned, and these auxiliary agents are used depending on the purpose, and singly, in some cases, two or more auxiliary agents are used. It is possible to use it together, and in some cases, use no adjuvant at all.

[01 62] Surfactants are used for the purpose of emulsifying, dispersing, solubilizing and / or wetting compounds effective in controlling pests, such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl alcohols. Luthel, Polyoxyethylene higher fatty acid ester, Polyoxyethylene resin acid ester, Polyoxy Surfactants such as ethylene sorbitan monolaurate, polyoxyethylene sorbitan monooleate, alkyl aryl sulfonate, naphthalene sulfonate, lignin sulfonate, and higher alcohol sulfates can be shown.

 [01 63] In addition, for the purpose of dispersion stabilization, adhesion and / or binding of compounds effective for controlling pests, the following auxiliary agents can be used, such as force zein, gelatin Adjuvants such as starch, methylcellulose, carboxymethylcellulose, gum arabic, polyvinyl alcohol, pine oil, coconut oil, bentonite, xanthan gum, lignin sulfonate can be used

[0164] In order to improve the fluidity of solid products, the following adjuvants may be used, for example, adjuvants such as waxes, stearates and alkyl phosphates may be used. As a peptizer for suspension products, for example, auxiliary agents such as naphthalene sulfonic acid condensate and condensed phosphate can be used. As the antifoaming agent, for example, an auxiliary agent such as silicone oil can be used.

 [01 65] The pest control composition of the present invention is stable to light, heat, oxidation, etc., but if necessary, an antioxidant or an ultraviolet absorber such as BHT (2,6_di-t_butyl _ 4 _methylphenol), phenol derivatives such as BHA (ptylhydroxyanisole), bisphenol derivatives, phenyl alkenyl, naphthylamine, phenyl _S-naphthylamine, condensates of phenetidine and acetone, or By adding an appropriate amount of a benzophenone compound as a stabilizer, a more stable composition can be obtained.

 [01 66] The pest control composition of the present invention is mixed with herbicides, fertilizers, soil conditioners, plant growth regulators and other plant protection agents and materials, etc. to make a multipurpose composition with further excellent efficacy. You can also.

 Example

[0167] In order to produce the compound represented by the general formula (1) of the present invention by the following examples However, the present invention is not limited to these examples.

 [Example 1 _ 1]

4 _Heptafluoroisopropyl _ 2 _ (trifluoromethylthio) aniline production

 2- (Trifluoromethylthio) aniline 1 0. O g, 2_Hydrofluoropropane 45.8 g, Hydrosulfite sodium 10.8 g, Sodium bicarbonate 5.2 g, Tetra_n— 2.1 g of butyl ammonium hydrogen sulfate was added to a mixed solvent of t-butyl methyl ether 2 O Om I and 200 m I of water, and the mixture was vigorously stirred at room temperature for 10 hours. The organic phase was separated and washed with a saturated aqueous sodium hydrogen carbonate solution, and then the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel chromatography (n-hexane: ethyl acetate = 20: 1) to give 6.5 g (yield 40%) of the title product as an orange oil. Obtained.

¹ H-NMR (CDCI a, P pm) (54. 80 (2 H, broad _ s), 6. 84 (1 H, d, J = 8.3 ζ ζ), 7. 45 (1,, d , J = 8. 3 Η ζ), 7.70 (1 Η, s).

[0169] Using the same method, the following alinins were produced.

 4 _Heptafluoroisopropyl _ 2 _ (pentafluoroethylthio) aniline

 H-NMR (CDCI a, ppm) δ 4. 7 9 (2 H, broad— s), 6. 8 3 (1 H, d, J = 8.8 H z), 7. 45 (1 H, dd , J = 2. 0 H zand 8.8 H z), 7. 6 7 (1 H, d, J = 2. 0 H z).

 Orange oil.

[0170] 4 _Heptafluoroisopropyl _ 2 _ (Heptafluoro _ n-propyl thiol E) Anilin

¹ H-NMR (CDC I a, P pm) (54. 78 (2 H, broad-s), 6. 84 (1 H, d, J = 8.8 H z), 7. 46 (1 H, dd, J = 2. 0 H zand 8.8 H z), 7. 67 (1 H, d, J = 2. 0 H z).

 Yellow oil.

 [0171] 4- (Heptafluoro_n-propyl) _2_ (Trifluoromethylthio) aniline

¹ H_NMR (CDC I ₃ , p pm) δ 4.20 (2 H, broad), 6. 85 (1 Η, d, J = 8.3 ζ ζ), 7. 44 (1 Η, dd, J = 2. 0, 8. 3 H z), 7. 69 (1 Η, d, J

= 2. 0 H z).

 Yellow oil.

[0172] [Example 1_2]

2_Bromo_4—Heptafluoroisopropyl mono 6_ (trifluoromethylthio) aniline production

4 _Heptafluoroisopropyl _ 2 _ (trifluoromethylthio) aniline 3. Add 30 _§ to 1 \ 1, N-dimethylformamide 1 Om I to N, N-dimethylformamide 1.62 g of N_prosuccinic acid imide dissolved in 5 ml was added dropwise. After stirring at room temperature for 2 hours, ethyl acetate and water were added to the reaction solution. The organic phase was separated, washed with 50 ml of water, and dried over anhydrous magnesium sulfate. The solution obtained by filtering off anhydrous magnesium sulfate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 15: 1) to give the title purpose. 2.92 g (yield 73%) of the product was obtained as a light brown oil. ¹ H-NMR (CDC I ₃ , ppm) δ 5. 29 (2 H, broad-s), 7. 68 (1 H, s), 7. 74 (1 H, d, J = 2.0 H z ).

 [0173] Using the same method, the following anilines were produced.

2 _ Bromo _ 4 Heptafluoroisopropyl 1 6— (pentafluoroethylthio) aniline

¹ Η-NMR (CDC I a, ppm) δ 5. 28 (2 H, broad-s), 7. 65 (1 H, s), 7. 75 (1 H, d, J = 2.0 H z ).

 Orange oil.

[0174] 2_Bromo_4 (Heptafluoro_n-propyl) _6_ (Trifluoromethylthio) aniline

¹ H-NMR (CDC I ₃ , p pm) δ 5. 36 (2 H, broa d- s), 7. 67 (1 H, s), 7. 72 (1 H, d, J = 2.0 H z).

 Orange oil.

In addition, 2_black mouth 4_heptafluoroisopropyl 1 6_ (trifluoromethylthio) aniline was produced using N-chlorosuccinic acid instead of N_promosuccinic acid.

¹ H-NMR (CDC I p pm) δ 5. 23 (2 H, broad-s ), 7.60 (1H, s), 7.64 (1H, s). Red oil.

[0176] [Example 1 _3]

 N-(2_Bromo_4-Heptafluoroisopropyl mono-6_trifluoromethylthio) Preparation of phenyl 3_nitrobenzamide

 3_Nitrobenzoyl chloride 7.47 g, 2_Bromo_ 4_Heptafluoro-Isopropyl Mono-6_ (Trifluoromethylthio) aniline 7.56 g added to pyridine 50m I for 10 hours at 90 ° C Stir. The reaction solution was poured into ice water, adjusted to pH 1 with 2N hydrochloric acid, and extracted with ethyl acetate. The residue obtained by distilling off the solvent under reduced pressure was added to a mixed solvent of 30 ml of tetrahydrofuran and 20 ml of water, followed by stirring in an ice-water bath. To this solution was added 1.2 g of sodium hydroxide, and the mixture was stirred for 1.5 hours in an ice-water bath, and then stirred at room temperature for 20 hours. Ethyl acetate and water were added to the reaction solution, and the organic phase was separated and washed once with saturated saline. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 6: 1) to give the title product. g (68% yield) was obtained as a white solid.

¹ H-NMR (CDCI a, p pm) δ 7.80 (1 H, t, J = 7.8 H z), 8. 05 (2 H, s), 8. 1 6 (1 H, s) ,

8. 30-8. 34 (1 H, m), 8. 50-8. 53 (1 H, m), 8. 82 (1 H, t, J = 2. 0 H z).

[0177] [Example 1_4]

N-(2_Bromo_4—Heptafluoroisopropyl-6-trifluoromethylthio) Phenyl 3-Aminovensamide

 N- (2_Bromo_4-Heptafluoroisopropyl mono-6_trifluoromethylthio) Phenyl 3_Nitrobensamide 6.85 g, stannous chloride (anhydride) 7. 61 g to 50 ml I Concentrated hydrochloric acid (5 ml) was added to the added solution, and the mixture was stirred at 60 ° C for 3 hours. After returning to room temperature, the reaction solution was poured into ice water and neutralized with potassium carbonate. Insoluble material was removed by filtration, and extracted with ethyl acetate, and the solvent was distilled off under reduced pressure. The precipitated solid was washed with n-hexane to give the title object product (5.13 g, yield 79%) as a white solid.

H-NMR (DMS 0- d ₆ , ppm) δ 5. 40 (2 H, broad-s), 6. 78-6. 8 1 (1 H, m), 7.1 1 3-7. 2 1 ( 3 H, m), 7.99 (1 H, s), 8.25 (1 H, d, J = 2. 0 H z), 1 0. 64 (1 H, s).

[0178] Using the same method, the following compounds were produced.

 N-(2-Bromo _4_heptafluoroisopropyl mono 6 _pentafluoroethylthio) Phenyl 3-Aminovensamide

¹ H-NMR (CDCI a, p pm) δ 3. 9 1 (2 H, broad-s), 6. 9 1 -6. 94 (1 H, m), 7. 25— 7. 34 (3 H m), 8. 0 1 (2 H, s), 8. 06 (1 H, s).

 White solid.

[0179] N-[2 _ Bromo _ 4 _Heptafluoroisopropyl _ 6 _ (Heptafluoro Guchiichi n-propylthio)] phenyl 3-aminobenzamide

¹ H-NMR (DMSO— d ₆ , ppm) δ 5. 40 (2 H, broad-s), 6. 80 (1 H, d, J = 7.8 H z), 7. 1 4- 7. 22 (3 H, m), 8. 00 (1 H, s), 8. 29 (1 H, s), 1 0. 67 (1 H, s).

 White solid.

 [0180] N-(2—Black mouth _ 4—Heptafluoroisopropyl mono 6 _Fluoromethylthio) Phenyl 3-Aminovensamide

H-NMR (CDC I ₃ , p pm) δ 3. 91 (2 H, br ο ad-s), 6. 91 -6. 94 (1 H, m), 7. 26-7. 32 (3 H m), 7.84 (1 H, d, J = 2.4 H z), 7. 97 (1 H, s), 8. 09 (1 H, s).

 White solid.

[0181] [Example 1 _5]

N-(2_Bromo_4—heptafluoroisopropyl-6-trifluoromethylthio) phenyl 3— [(2-Chronopyridine-3-yl) carbonylamino] benzamide (Compound No. 1-158) Manufacturing

 N-(2_bromo_4-heptafluoroisopropyl-6-trifluoromethylthio) phenyl 3-aminobenzamide 20 Omg, pyridine 56 mg in tetrahydrofuran 3 m I dissolved in tetrahydrofuran 1 m I Then, 63 mg of 2 × -mouthed nicotinic acid chloride was added dropwise at room temperature. After stirring at room temperature for 2 hours, ethyl acetate and water were added to the reaction solution, and the organic phase was separated. Wash once with 1 N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution, evaporate the solvent under reduced pressure, and wash the precipitated solid with n-hexane to give the title compound 2 10 mg (yield 84 %) As a white solid.

 1 H--N M R (CDC I 3, Ρ Ρ m) 67. 42-7. 46 (1 Η, m)

7.60 (1 H, t, J = 7.8 Η ζ), 7.80 (1 Η, d, J = 7.8 Η ζ), 7.94 (1 Η, d, J = 7.

8 H ζ), 8.02 (1 Η, s), 8.03 (1 Η, s), 8.

22-8. 28 (2mm, m), 8.33 (1mm, s), 8. 4 1

1 H, s), 8. 55 (1 Η, d d, J = 2.0 ζ ζ a n d

2.9 Η ζ).

 [Example 2 _ 1]

 Ν-(2 _ Bromo _ 4—Heptafluoroisopropyl mono 6 _ trifluoromethyl thio) Phenyl 3_ (Methylamino) Preparation of benzamide

98%硫酸 5m I を 0°Cから 5°Cに冷却して撹拌し、 N_ (2—ブロモ _4 —ヘプタフルォロイソプロピル一 6 _トリフルォロメチルチオ） フエニル 3—ァミノベンズァミ ド 1. 0 gを添加した。 1 0分間撹拌した後、 37 % ホルムアルデヒド水溶液 5 m I を滴下し、 0°Cから 5°Cの間に保ち、 3時間 撹拌した。 冷却した状態のまま反応溶液に、 28%アンモニア水を加えて中 和し、 酢酸ェチルを加えて有機相を分取した。 無水硫酸マグネシウムで乾燥 し、 減圧下で溶媒を留去して得られた残渣をシリカゲルカラムクロマトグラ フィ一 （n—へキサン：酢酸ェチル =6 ： 1 ) にて精製し、 標記目的物 0.

Cool 98% sulfuric acid 5m I from 0 ° C to 5 ° C and stir, and add 1.0 g of N_ (2-bromo_4 —heptafluoroisopropyl-6_trifluoromethylthio) phenyl 3-aminobenzamide Added. After stirring for 10 minutes, 5 ml of 37% aqueous formaldehyde was added dropwise, and the mixture was kept at 0 ° C to 5 ° C and stirred for 3 hours. In the cooled state, the reaction solution was neutralized by adding 28% aqueous ammonia, and ethyl acetate was added to separate the organic phase. The residue obtained by drying over anhydrous magnesium sulfate and distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 6: 1).

74 g (72% yield) was obtained as a white solid.

 H-NMR (CDCI a, PP m) δ 2. 91 (3 H, s), 4.0 0 (1 H, broad), 6. 83— 6. 86 (1 H, m), 1 7-7 24 (2 H, m), 7. 34 (1 H, t, J =

8 H z), 7. 98-8. 01 (2 H, m), 8.1 1 (1 H, s

).

 The following compounds were prepared using similar methods.

N-(2_Bromo _4_Heptafluoroisopropyl 1-pentafluoroethylthio) Phenyl 3-(Methylamino) Benzamide

¹ H-NMR (CDC I a, ppm) δ 22 .. 9911 ((33 HH ,, ss)), 3 99 (1 H, broad), 6 -6. 86 (1 H m),. 17 -7. 22 (2 H, m) 34 (1 H, t J =. 8 H z), 8. 01 (2 H, 8. 08 (1 H s) White solid

N-(2_Bromo_4_Heptafluoroisopropyl-6_trifluoromethoxy) Phenyl 3_ (Methylamino) benzamide

¹ H-NMR (CDC I a, PP m) δ 2. 90 (3 H, s), 3. 97 (1 H, broad), 6. 81 -6. 84 (1 H, m), 7.1 6-7. 1 8 (2 H, m), 7. 32 (1 H, t, J = 7.8 H z), 7. 56 (2 H, s), 7. 85 (1 H, d, J = 2. 0 Hz).

White solid.

 [Example 2_2]

 N-(2_Bromo_4—Heptafluoroisopropyl-6_trifluoromethylthio) Phenyl 3_ [(Ν '-(2, 6-Diflurobenzoyl) Monosaccharide' -methyl) amino] Benzamide (Compound No. 2_ 1 51)

Ν-(2_Bromo_4-Heptafluoroisopropyl mono-6_trifluoromethylthio) Phenyl 3_ (Methylamino) Benzamide 1 70mg, Pyridine 28mg in Tetrahydrofuran 3m I 52 mg of 2,6-difluorobenzoyl chloride dissolved in the solution was added dropwise at room temperature. After stirring at room temperature for 2 hours, ethyl acetate and water were added to the reaction solution, and the organic phase was separated. Wash once with 1 N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution, evaporate the solvent under reduced pressure, and wash the precipitated solid with n-hexane to give the title product 1 48 mg (yield 70%) Was obtained as a white solid. ¹ H-NMR (CDCI a, p pm) δ 3. 56 (3 H, s), 6. 69-6. 74 (2 H, m), 7. 1 3-7. 1 8 (1 H, m), 7. 43-7. 47 (2 H, m), 7. 72 (1 H, s ), 7. 7 7-7. 8 1 (1 H, m), 7. 9 1 (1 H, s), 8. 0 1 (2 H, s).

[0186] [Example 3_ 1]

 3- (Benzylamino) Production of benzoic acid

 Add 1.90 g of sodium hydroxide and 10.0 g of 3-aminobenzoic acid to 10 Om I of water and stir at room temperature, and then add 10.3 g of benzoyl chloride at an internal temperature of 25 _35 ° C. The drop was charged to keep. Subsequently, the mixture was stirred at room temperature for 6 hours, and then 25 ml of 6N hydrochloric acid was added dropwise. The precipitated solid was collected by filtration, and the filtrate was washed twice with 100 ml of water and dried at 50 ° C under reduced pressure to obtain 13.9 g (yield 79%) of the title product. Obtained as a white solid.

 H-NMR (CDCI a, p pm) δ 7. 40-7. 56 (5 H, m), 7. 78 (1 H, d, J = 7.8 H z), 8.00 (2 H, d, J = 8.3 H z), 8. 1 5 (1 H, d, J = 7.8 H z), 8. 35 (1 H, t, J = 2. 0 H z), 9. 89 (1 H, s).

[0187] [Example 3 _ 2]

 3- (N-Benzyl _N-methylamino) Preparation of benzoic acid

Add 3_ (benzoylamino) benzoic acid (5.0 g) and 95% water oxidization power (powder) 2. 95 g to 70 ml of caseon, stir at room temperature, then add 6.4 g of 98% dimethyl sulfate dropwise. I entered. After charging, heat up to reflux conditions Stir for 4 hours and cool to room temperature. The insoluble material was removed by filtration, and the solvent was evaporated under reduced pressure. The residue obtained was charged with 5% aqueous solution of 50% aqueous lithium hydroxide and 20mI ethanol, and stirred at room temperature for 2 hours. Ethyl acetate 50m I and water 50m I were added to the residue obtained by distilling off the solvent under reduced pressure, and the aqueous phase was separated. Concentrated hydrochloric acid was added to the aqueous phase to obtain an acidic solution. Subsequently, extraction was performed by adding ethyl acetate 1 O Om I, and the organic phase was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The precipitated solid was washed with a mixed solvent of n-hexane-ethyl acetate (3: 1) and dried under reduced pressure to obtain 3.80 g (yield 72%) of the title object as a white solid.

¹ H-NMR (DMS 0-d ₆ , ppm) δ 3. 39 (3 H, s), 7. 21 -7. 31 (5 H, m), 7. 35-7. 43 (2 H, m ), 7. 70-7. 73 (2 H, m), 1 3. 07 (1 H, broad-s).

 [Example 3_3]

 Preparation of N- (2_Bromo_4—Heptafluoroisopropyl-6-trifluoromethylthio) phenyl 3 _ [(N'-Benzyl-1-N'-methyl) amino] benzamide (Compound No. 2-1441)

3- (N-Benzyl-1-N-methylamino) benzoic acid 7.66 g, thionyl chloride 4.28 g, 0.1 ml of N, N-dimethylformamide in 40 ml of toluene, 90 ° C For 2 hours. The reaction solution was concentrated under reduced pressure to obtain a light brown oil. This oily substance was charged in 30 ml of pyridine in which 4.40 g of 2_bromo_4-heptafluorine isopropyl mono-6_ (trifluoromethylthio) aniline was dissolved, and stirred at 90 ° C. for 8 hours. Vinegar reaction solution After diluting with ethyl acetate, the organic phase was washed once with 2N hydrochloric acid and saturated aqueous sodium hydrogen carbonate, and concentrated under reduced pressure to give a brown oil. This oily substance was added to a mixed solvent of TH F40m I_water 2 Om I, charged with 4.0 g of sodium hydroxide, and stirred at room temperature for 6 hours. Ethyl acetate and water were added to the reaction solution, and the organic phase was separated and washed once with water. After drying over anhydrous magnesium sulfate, the solvent is distilled off under reduced pressure, and the resulting residue is purified by silica gel gel chromatography (n-hexane: ethyl acetate = 9: 1 → 2: 1) As a result, 4.06 g (yield 60%) of the title object product was obtained as a white solid.

1 H-NMR (CDCI a, p pm) δ 3.55 (3 H, s), 7. 1 8-7. 22 (2 H, m), 7. 27-7. 35 (4 H, m) , 7.42 (1 H, t, J = 7.8 H z), 7.62 (1 H, s), 7. 73 (1 H, d, J = 7.8 H z), 7. 97 (1 H, s), 7. 99 (1 H, s), 8. 1 0 (1 H, s).

 [Example 4]

 Preparation of N- (2_Bromo_4-Heptafluoroisopropyl-6-trifluoromethylsulfinyl) phenyl 3 _ [(N'-Benzyl-1-N'-methyl) amino] benzamide (Compound No. 2_ 1 76)

Dichloromethane 1 2 m I, N_ (2 _Bromo_ 4 _Heptafluoroisopropyl pill 6_Trifluoromethylthio) Phenyl 3_ [(N '-Benzyl —N'-methyl) amino] benzamide 0. 50 g was added and stirred at room temperature. Next, 0.26 g of m-chloroperbenzoic acid was charged, and the mixture was stirred at room temperature for 15 hours. An aqueous sodium thiosulfate solution was added to the reaction solution to eliminate the remaining peroxide, and then the organic phase was separated. After washing once with water, anhydrous magnesium sulfate After drying, the residue obtained by distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 7: 3). 53%) was obtained as a white amorphous.

1 H-NMR (CDCI a, p pm) δ 3.57 (3 H, s), 7. 2 0— 7. 33 (5 H, m), 7. 40 (1 H, d, J = 7. 8 H z), 7. 47 (1 H, t, J = 7.8 H z), 7. 57 (1 H, s), 7. 7 1 (1 H, d, J = 7.8 H z ), 8. 03-8. 05 (1 H, m), 8. 1 1 (1 H, s), 8. 26 (1 H, s).

 [Example 5]

 N- (2_Bromo_4-Heptafluoroisopropyl-6-trifluoromethylsulfonyl) phenyl 3 _ [(N'-Benzyl-1-N'-methyl) amino] benzamide (Compound No. 2_19 1) Manufacturing

In a mixed solvent of dichloromethane 2m I —acetonitrile 2m I —water 4m I, N- (2_bromo_4-heptafluoroisopropyl-6_trifluoromethylthio) phenyl 3 _ [(N'-benzoyl N'-methyl ) Amino] Vensamide 13 Omg and sodium periodate 12 Omg were added and stirred at room temperature. Next, ruthenium (III) 1 Omg was added and stirred at room temperature for 5 hours. An aqueous sodium thiosulfate solution was added to the reaction solution to eliminate the remaining peroxide, and then 30 ml of ethyl acetate was charged to separate the organic phase. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 5: 3) to give the title product 82 mg ( Yield 60%) Got as a case.

 H-NMR (CDC I a, ppm) δ 3.57 (3 H s), 7. 1 8-7. 36 (6 H, m), 7. 43 (1 H, t J = 7.8 H z ), 7. 6 1 (1 H, d, J = 2. 0 H z) 68 (1 H, d, J = 7.8 H z) 8. 28 (1 H, d, J = 2. OH z ), 8. 32 (1 H, d, J = 2.0 H z) 8.76 (1 H, s).

 [Example 6_ 1]

 N-(2_Bromo_4—Heptafluoroisopropyl-6-trifluoromethylthio) Phenyl 3_ (Benzylamino) Preparation of benzamide

Example 1 To a solution of N— (2-bromo_4_heptafluoroisopropyl-6_trifluoromethylthio) phenyl 3-aminobenzamide 30 Omg and 85 mg of pyridine in tetrahydrofuran 3m I prepared in _4 Then, 75 mg of benzoyl chloride dissolved in 1 ml of tetrahydrofuran was added dropwise at room temperature. After stirring at room temperature for 2 hours, ethyl acetate and water were added to the reaction solution, and the organic phase was separated. Wash once with 1 N hydrochloric acid and saturated aqueous sodium hydrogen carbonate, evaporate the solvent under reduced pressure, and wash the precipitated solid with n-hexane to obtain 345 mg (97% yield) of the title compound in white. Obtained as a solid.

H-NMR (DMS 0- d ₆ , ppm) δ 7. 53-7. 64 (4 H, m), 7. 8 1 (1 H, d, J = 7.8 H z), 8.00- 8. 05 (3 H, m), 8. 1 1 (1 H, d, J = 7.8 H z), 8. 3 1 (1 H, d, J = 1.5 H z), 8. 4 1 (1 H, s), 1 0. 52 (1 H, s), 1 0. 93 (1 H, s). [Example 6_2]

 Production of N- (2_bromo_4-heptafluoroisopropyl-6-trifluoromethylsulfonyl) phenyl 3_ (benzoylamino) benzamide (Compound No. 1 _ 1 9 1)

 N-(2_Bromo_4-Heptafluoroisopropyl-6-trifluoromethylthio) Phenyl 3_ (Benzylamino) Benzamide 0.34 g, Sodium periodate 0.33 g in dichloromethane 2.5 ml l-acetononitrile 2 It was added to a mixed solution of 5m I_water 5m I and stirred at room temperature. Subsequently, ruthenium chloride (I I I) 1 Omg was added, and the mixture was stirred at room temperature for 7 hours. Sodium hydrogen sulfite was added to the reaction solution to decompose the peroxide, and then ethyl acetate was added to separate the organic phase. The residue obtained by drying over anhydrous magnesium sulfate and removing the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 2: 1) to give the title product 0.23 g (yield 65%) was obtained as a white solid.

H-NMR (DMS 0- d ₆ , ppm) δ 7. 53-7. 63 (4 H, m), 7. 74 (1 H, d, J = 7.8 H z), 7. 98— 8 0 1 (2 H, m), 8. 08 (1 H, d, J = 8.3 H z), 8. 24 (1 H, s), 8. 38 (1 H, t, J = 1 5 H z), 8. 8 1 (1 H, s), 1 0. 5 1 (1 H, s), 1 0. 82 (1 H, s).

 [Example 7]

4-Heptafluoroisopropyl 1- 2-methyl-1- 6_ (trifluoromethylthio) aniline production

 2_Bromo_4—Heptafluoroisopropyl mono 6_ (trifluoromethylthio) aniline 0.92 g, trimethylpoloxin 0.13 g, carbonated lithium 1.44 g in toluene 1 Om I — In addition to a mixed solvent of ethanol 5m I-water 5m I, the mixture was stirred at room temperature in a nitrogen atmosphere. Then, 0.2 g of tetrakis (triphenylphosphine) palladium (0) was charged, and then the temperature was raised to 80 ° C. and stirred for 8 hours. After returning to room temperature, insolubles were removed by filtration, ethyl acetate and water were added, and the organic phase was separated. The residue obtained by drying over anhydrous magnesium sulfate and distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 20: 1) to give the title product 0. 31 g (40% yield) was obtained as a pale yellow oil.

¹ H-NMR (CDCI a, PP m) δ 2. 24 (3 H, s), 4. 7 7 (2 H, broad-s), 7. 34 (1 H, s), 7. 60 (1 H, s).

 [Example 8_ 1]

 N-(2_black mouth_4—heptafluoroisopropyl mono 6_trifluoromethoxy) Preparation of phenyl 3_nitrobenzamide

3 _ Nitrobenzoyl chloride 1. 1 7 g, (2 _ black mouth 4 _ heptafluoroisopropyl 1 6 _ trifluoromethoxy) aniline 1. 20 g added to pyridine 8m I at 90 ° C for 6 hours Stir. Ethyl acetate and 1 N hydrochloric acid were added to the reaction solution, and the organic phase was separated while the aqueous phase was acidified. The organic phase was then washed twice with saturated aqueous sodium bicarbonate. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was a mixed solution of 10 ml of tetrahydrofuran and 5 ml of water. Added to. To this solution was added 0.32 g of sodium hydroxide, and the mixture was stirred at room temperature for 1 day. Ethyl acetate and water were added to the reaction solution to separate the organic phase, and then the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 4: 1). Purification gave 1.20 g (yield 7 2%) of the title product as a white solid.

H-NMR (CDC I ₃ , p pm) δ 7. 56 (1 H, s), 7.

7 1 -7. 79 (3 Η, m), 8. 30 (1 Η, d, J = 7.

8 Η ζ), 8. 48-8. 5 1 (1 Η, m), 8. 77 (1 Η, t, J = 2.0 Η ζ).

 [0195] [Example 8 _ 2]

 Ν-(2_Black mouth_4—Heptafluoroisopropyl mono 6_trifluoromethoxy) Phenyl 3-Aminovensamide production

 [Lambda]-(2-Black-mouth _4-Heptafluoroisopropyl 1-trifluoromethyl) Phenyl 3_Nitrobenzamide was used as a starting material to produce the title product according to the conditions described in Example 1-4. White solid. Yield 86%

¹ H-NMR (CDC I a, p pm) (53. 39 (2 H, broad _ s), 6. 89-6. 92 (1 Η, m), 7. 22— 7. 32 (3 H, m), 7. 52-7. 53 (2 H, m), 7. 69 (1 H, d, J = 1.5 H z).

[0196] [Example 8_3]

N-(2_black mouth_4—heptafluoroisopropyl-6-trifluoromethyl) phenyl 3_ (benzoylamino) benzamide (Compound No. 1 -24 1)

 The title product was prepared according to the conditions described in Example 1_5 using N- (2_black mouth_4-heptafluoroisopropyl-6-trifluoromethoxy) phenyl 3-aminobenzamide as a starting material. White solid. Yield 80% H-NMR (CDCI a, p pm) δ 7. 36-7. 43 (3 H, m), 7. 47 -7. 53 (2 H, m), 7. 63-7. 65 (2 H, m), 7. 8 1 -7. 87 (3 H, m), 8. 20 (1 H, s), 8. 28 (1 H, s), 8. 39 (1 H, s ).

 [Example 9_ 1]

2-(2, 2, 2 _Trifluoroethoxy) Nitrobenzene production

60% sodium hydride 1. 70 _§ in 1 \ 1, N-dimethylformamide 2 Om I was stirred at 5 ° C and dissolved in N, N-dimethylformamide 5m I 2 , 2, 2_trifluoroethanol 4.25 g was added dropwise. After returning to room temperature and stirring for 1 hour, 2_fluoronitrobenzene 5. O g dissolved in 5 ml of N, N-dimethylformamide was added dropwise. Subsequently, after stirring at room temperature for 2 hours, the reaction solution was diluted with ethyl acetate, and water was charged to separate the organic phase. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 6: 1) to give the title product 8.1. 4 g (90% yield) was obtained as a yellow oil.

H-NMR (CDCI a, p pm) δ 4. 50 (2 H, q, J = 7. 8 H z), 7. 1 3-7. 22 (2 H, m), 7. 57— 7. 6 2 (1 H, m), 7. 88 (1 H, dd, J = 2. 0, 8. 3 H z).

[0198] [Example 9_2]

 2-2, 2, 2 _Trifluoroethoxy) Preparation of aniline

CF ₃

 2- (2, 2, 2_trifluoroethoxy) nitrobenzene 3. 50 g, 10% palladium on carbon 0.15 g added to 25 ml of methanol, and stirred at room temperature for 3 hours under atmospheric hydrogen atmosphere did. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give 2.86 g (yield 95%) of the title object product as a pale yellow oil.

¹ H-NMR (CDCI a, PP m) δ 3. 83 (2 H, broad-s), 7. 34 (2 H, q, J = 8.3 H z), 6. 68-6. 78 ( 3 H, m), 6. 85-6.90 (1 H, m).

[0199] [Example 9_3]

4_Heptafluoroisopropyl 1_ (2, 2, 2_trifluoroethane) Manufacture of aniline

2- (2, 2, 2_trifluoroethoxy) aniline 2.85 g, 2_ sodium heptafluoropropane 6.62 g, hydrosulfite sodium 3 • 1 1 g, sodium bicarbonate 1. 50 _g and 0.61 _g of tetra-n-butyl ammonium hydrogen sulfate were added to a mixed solvent of t-butyl methyl ether 3 Om I and water 3 Om I, and the mixture was vigorously stirred at room temperature for 12 hours. The organic phase was separated and washed with saturated aqueous sodium hydrogen carbonate, and the solvent was distilled off under reduced pressure. The resulting residue is purified by silica gel chromatography (n-hexane: ethyl acetate = 9: 1). As a result, 1.99 g (yield 74%) of the title product 1 was obtained as a pale yellow oil.

¹ H_NMR (CDC I ₃ , p pm) (54. 1 4 (2 H, broad-s), 4.39 (2 H, q, J = 7.8 H z), 6. 79 (1 H, d , J = 8.3 H z), 6. 95 (1 H, s), 7. 1 1 (1 H, d, J = 8.3 H z).

[0200] [Example 9_4]

2-Bromo-4-heptafluoroisopropyl-6- (2, 2, 2-trifluoroethoxy) aniline production

 4_Heptafluoroisopropyl _2_ (2, 2, 2_trifluoroethyl) Using the aniline as a starting material, the target product was produced according to the conditions described in Example 1_2. Brown oil. Yield 88%.

H-NMR (CDCI ₃ , p pm) δ 4.4 1 (2 H, q, J = 7.8 H z), 4. 58 (2 H, broad-s), 6. 90 (1 H, s ), 7. 39 (1 H, s).

[0201] [Example 9_5]

 N-[2-Bromo-1-4-heptafluoroisopropyl-6- (2, 2, 2-trifluoroethoxy)] Phenyl 3_ [(N '-Benzyl-N'-methyl) amino] benzamide ( Compound No. 2_269)

2-Bromo-4-heptafluoroisopropyl-6- (2, 2, 2-trifluoroethoxy) aniline as a starting material The conditions described in Example 3_3 The title product was prepared according to White amorphous. Yield 69%.

H-NMR (CDCI ₃ , PP m) δ 3.54 (3 H, s), 4.4 2 (2 H, q, J = 7.8 H z), 7. 1 4— 7. 21 (3 H, m), 7. 24-7. 31 (4 H, m), 7. 37 (1 H, t, J = 7.8 H z), 7. 46 (1 H, s), 7. 60 — 7. 6 2 (2 H, m), 7. 66-7. 69 (1 H, m).

 [Example 1 0 _ 1]

 4- [1-Hydroxy _2, 2, 2_trifluoro-1 _ (trifluoromethyl) ethyl] _2_ (trifluoromethylthio) aniline production

At room temperature, add 2 g of trifluoromethylthioaniline 5. O g and hexafluoroaceton hydrate 6.5 g, add 0.1 g of p_toluenesulfonic acid monohydrate, Was stirred at 100 ° C. for 20 hours. After confirming the disappearance of the starting material by TL C, ethyl acetate and saturated aqueous sodium bicarbonate were added to the reaction solution, followed by separation and extraction. Anhydrous magnesium sulfate was added to the organic phase, dried and filtered. The residue obtained by concentrating the filtrate under reduced pressure was purified by silica gel gel chromatography (n-hexane: ethyl acetate = 4: 1) to give 4.74 g of the title product (51% yield) ) Was obtained as a brown oil.

¹ H_NMR (CDC I ₃ , p pm) δ 4. 7 1 (2 H, broad),

6 81 (1 Η, d, J = 8. 8 Η ζ), 58 (1 Η, d, J = 8.8 Η ζ), 7. 84 (1 Η, d, J = 1.5 Η ζ) .

 [Example 1 0-2]

2—Bromo 1—— [1—Hydroxy 1, 2, 2, 2—Trifluoro 1— (Trifluoromethyl) ethyl] _6_ (Trifluoromethylthio) of aniline

 4- [1-Hydroxy_2, 2, 2_trifluoro-1 _ (trifluoromethyl) ethyl] _2_ (trifluoromethylthio) aniline as a starting material and the title product according to the conditions described in Example 1 _2 Manufactured. Red oil. Yield 81 <½.

[0204] [Example 1 0-3]

 N-[2-Bromo-4-] {1-Hydroxy-1, 2, 2, 2-Trifluoro 1-(Trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3_Nitrobensamide Manufacturing of

 2-Bromo-4- [1-hydroxy-1,2,2,2-trifluoro-1-ethyl (trifluoromethyl) ethyl] _6_ (trifluoromethylthio) aniline as a starting material according to the conditions described in Example 1_3 The title object was produced. White solid. Yield 70 <½.

[Example 1 0-4]

 N-[2-Bromo-4-] {1-Hydroxy-1, 2, 2, 2-Trifluoro 1-(Trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3-Aminovensamide Manufacturing of

N - [2—ブロモ一4— { 1—ヒドロキシ一 2, 2, 2—トリフルォロ一 1 - (トリフルォロメチル） ェチル } - 6 - (トリフルォロメチルチオ） フエ ニル] 3_ニトロべンズアミ ドを出発原料として、 実施例 1—4に記載し た条件に従って、 標記目的物を製造した。 白色固体。 収率 90%。

N-[2-Bromo-4-] {1-Hydroxy-1, 2, 2, 2-Trifluoro 1-(Trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3_Nitrobensamide Was used as a starting material, and the title product was produced according to the conditions described in Example 1-4. White solid. Yield 90%.

[Example 1 0-5]

 N-[2—Bromo 1- 4 — {1—Hydroxy 1, 2, 2, 2-Trifluoro 1-(Trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3_ [(2-Fluoro Mouth Benzoyl) Amino] Manufacture of benzamide

 N-[2-Bromo-4-] {1-Hydroxy-1, 2, 2, 2-Trifluoro 1-(Trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3-Aminovensamide And 2_fluorobenzoyl chloride as a starting material, the title product was prepared according to the conditions described in Example 1_5. White solid. Yield 84 <½.

[Example 1 0-6]

 N-[2-Bromo-4-] {1-Black 1, 2, 2, 2-trifluoro 1- (trifluoromethyl) ethyl}-6-(trifluoromethylthio) phenyl] 3- [(2— Fluo Benzoyl) Amino] Manufacture of benzamide

At room temperature, N— [2-bromo-1-4- 1-hydroxy-1,2,2,2-trifluor Oro 1_ (trifluoromethyl) ethyl} -6- (trifluoromethylthio) phenyl] 3 _ [(2_fluorobenzoyl) amino] benzamide 1.0 _§ and 0.2 g of pyridine, Charged to thionyl chloride 1 Om I. Then, it heated up and stirred under recirculation | reflux conditions. After confirming the disappearance of the raw materials by TLC, the reaction solution was concentrated under reduced pressure after cooling. The resulting residue was purified by silica gel chromatography (n-hexane: ethyl acetate = 3: 1) to obtain 0.77 g (yield 75%) of the title product as a white solid.

 [Example 1 0-7]

 Preparation of N- (2_Bromo_4-Heptafluoroisopropyl-6-trifluoromethylthio) phenyl 3 _ [(2_Fluorobenzoyl) amino] benzamide (Compound No. 1 1 1 43)

At room temperature, N— [2-Fluoro 4- {1 —Black mouth 2, 2, 2—Trifluoro-1-(trifluoromethyl) ethyl}-6-(Trifluoromethylthio) phenyl] 3_ [( 2_Fluorobenzene) Amino] Benzamide 40 Omg and potassium fluoride 1 66mg were charged into N, N-dimethylformamide 10mI. Thereafter, the temperature was raised to 120 ° C and stirred for 5 hours. After cooling to room temperature, ethyl acetate and water were added to the reaction solution to separate the organic phase. Anhydrous magnesium sulfate was added, and the mixture was dried and filtered. The filtrate was concentrated under reduced pressure. Diisopropyl ether was added to the obtained residue and washed. The filtrate obtained by filtering the suspension was dried under reduced pressure at room temperature to give 28 mg (yield 72%) of the title target compound. H-NMR (DMS 0-d ₆ , ppm) δ 7 33-7. 40 (2 H, m), 7. 57 -7. 62 (2 H, m), 7. 68— 7. 73 (1 H, m), 7. 8 1 (1 H, d , J = 7.8 H z), 8. 0 1 (1 H, d, J = 7.8 H z), 8. 04 (1 H, s), 8.30 (1 H, d, J = 2. 0 H z), 8. 37 (1 H, s), 1 0. 70 (1 H, s), 1 0. 95 (1 H, s).

 [Example 1 0 _ 8]

 Preparation of N- (2_Bromo_4-Heptafluoroisopropyl-6-trifluoromethylthio) phenyl 3 _ [(2_Fluorobenzoyl) amino] benzamide (Compound 1_143)

At room temperature, N— [2-bromo-1-4- 1-hydroxy-1,2,2,2-trifluoro 1 _ (trifluoromethyl) ethyl}-6-(trifluoromethyl thio) phenyl] 3_ [ (2_Fluorobenzene) Amino] Benzamide 30 Omg was charged into 2OmI in methylene chloride. Next, 2,2-difluoro-1,3-dimethyl-2-imidazolidinone 47 Omg was added dropwise, and the mixture was stirred at room temperature for 8 hours. Water was added to the reaction solution to separate the organic phase. To the organic phase was added anhydrous magnesium sulfate, dried and filtered. The obtained filtrate was concentrated to dryness under reduced pressure, and the resulting solid was pulverized to obtain 181 mg (yield 60%) of the powdery target product. Physical property values are described in Example 10_7.

 [Example 1 1-1]

 2-Trifluoromethoxy 4 -— [1-Hydroxy 1, 2, 2, 2-Trifluoro 1 _ (Trifluoromethyl) ethyl] Preparation of aniline

2._Trifluoromethoxyaniline 3.38 g and hexafluoroa at room temperature While mixing 4.75 g of seton hydrate, 0.1 g of p-toluenesulfonic acid monohydrate was added, and the reaction solution was stirred at 100 ° C. for 20 hours. After confirming the disappearance of the starting materials by TLC, ethyl acetate and saturated aqueous sodium bicarbonate were added to the reaction solution, followed by liquid separation extraction. Anhydrous magnesium sulfate was added to the organic phase, dried and filtered. The residue obtained by concentrating the filtrate under reduced pressure was purified by silica gel chromatography ( _n— hexane: ethyl acetate = ₄ : 1) to give the title product 3.60 g

(55% yield) was obtained as a brown oil.

1 H-NMR (CDC I ₃ , p pm) δ 3. 37 (1 H, broad-s

) 4. 1 0 (2 H b ro a d— s) 6 d,

J = 8.8 H z) 7.39 (1 H, d H z, 7. 50 (1 H, s).

[0211] [Example 1 1 -2]

 2_Bromo _4_ [1—Hydroxy _2, 2 2 _Trifluoro 1— (Trifluoromethyl) ethyl] _ 6 _Trifluoromethoxyaniline

 2—Trifluoromethoxy 4-— [1 —Hydroxy 1, 2, 2,2-trifluoro 1 _ (trifluoromethyl) ethyl] Ananiline as a starting material and according to the conditions described in Example 1_2 Manufactured. Red oil. Yield 92%.

H-NMR (CDCI ₃ , p pm) δ 3.98 (1 H, t, J = 2.4 H z), 4. 55 (2 H, broad-s), 7. 47 (1 H, s) , 7. 7 1 (1 H, d, J = 1.5 H z).

[0212] [Example 1 1 -3]

N-(2 _ Bromo _ 4—Heptafluoroisopropyl mono 6 _ trifluoromethoxy) Preparation of phenyl 3_ (Benzylamino) benzamide (Compound 1 — 2 43)

 2—Bromo 4-— [1 —Hydroxy 1, 2, 2, 2-Trifluoro 1 — (Trifluoromethyl) ethyl] _ 6 _Trifluoromethoxyaniline as starting material Example 1 0— 3 to 1 0— 7 The title product was prepared according to the conditions described. White solid.

H-NMR (DMS 0- d ₆ , ppm) δ 7. 48-7. 67 (4 H, m), 7. 73-7. 8 1 (2 H, m), 7. 94-8. 1 4 (4 H, m), 8. 38 (1 H, s), 1 0. 5 1 (1 H, s), 1 0. 63 (1 H, s).

 [Example 1 2-1]

 N-(2_Bromo_4—Heptafluoroisopropyl-6-trifluoromethylsulfinyl) Preparation of phenyl 3_nitrobenzamide

Example 1 N— [2-Bromo _4_Heptafluoroisopropyl 1-6] (Trifluoromethyl) thio] Phenyl 3 _Nitrobensamide 9.56 g, Metachlorinated perbenzoic acid 2 80 g was added to 100 ml of dichloromethane and stirred at room temperature. 2.70 g of metabenzoic perbenzoic acid was added to the reaction solution, and the mixture was further stirred at room temperature for 96 hours. A saturated aqueous sodium thiosulfate solution was added to the reaction solution, and the organic phase was separated, washed with water, and dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 10.0: 1) to give 5.80 g (yield) 59%) was obtained as a white solid. H-NMR (CDC I ₃ , ppm) δ 80 (1 H, t, J

7. 8 H z), 8. 1 8 (1 H, d J = 2. 0 H z),. 24 (1 H, s), 8. 30 (1 H, dd, J = 2. 0,. 8 H z), 8. 46 (1 H, s), 8. 53 (1 H, dd,

= 2. 0, 7.8 H z), 8. 80 (1 H, t, J = 2 H z).

 [Example 1 2-2]

 N-[2 _ Bromo _ 4 _Heptafluoroisopropyl _ 6— (Trifluoromethyl) sulfinyl] Phenyl 3-Aminobenzamide

N-[2_Bromo_4_heptafluoroisopropyl_6— (trifluoromethyl) sulfinyl] phenyl 3_nitrobenzamide 1 · 02 g, stannous chloride (anhydrous) 0.99 g ethanol 1 In addition to Om I, 1 ml of concentrated hydrochloric acid was then added dropwise. After charging, the temperature was raised to 60 ° C and stirred for 4 hours. The reaction solution was neutralized with sodium hydroxide under ice cooling, and the precipitated insoluble material was removed by filtration using celite. The filtrate on the celite was washed with ethyl acetate. The organic phase of the filtrate was washed with 20% aqueous sodium hydroxide solution and saturated brine, and then dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 3: 1) to obtain 0.83 g of the desired product (yield 85%). Was obtained as a white solid. ¹ H-NMR (CDC I a, P pm) (53. 95 (2 H, broad),

6. 92 (1 H, dd, J = 2. 0, 7. 3 H z), 7. 23 (1 H, s), 7. 24 (1 H, d, J = 7.3 H z), 7.31 (1 H, t, J = 7.3 H z), 8. 1 1 (1 H, d,

J = 7. 3 H z), 8. 1 7 (1 H, s), 8. 30 (1 H, s). [Example 1 2 _ 3]

 N-[2 _ Bromo _ 4 _Heptafluoroisopropyl _ 6— (Trifluoromethyl) sulfinyl] Phenyl 3_ (Methylamino) Preparation of benzamide

Concentrated sulfuric acid 10 m U N — [2 — bromo — 4 — heptafluoroisopropyl mono 6- (trifluoromethyl) sulfinyl] phenyl 3-aminobenzamide was added and stirred. Subsequently, 5.6 m I of 37% formaldehyde aqueous solution was dropped while maintaining the liquid temperature at 30 to 40 ° C., and the mixture was stirred at room temperature for 8 hours. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic phase was washed with 20% aqueous sodium hydroxide solution and water, and then dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was washed with disopropyl ether to obtain 1.30 g (yield 65%) of the desired product as a white solid.

1 H-NMR (DMS 0- d ₆ , ppm) δ 2. 80 (3 H, s), 4. 99 (1 H, broad), 7. 07-7. 08 (1 H, m), 7. 28 (1 H, d, J = 7.3 H z), 7. 48-7. 49 (1 H, m), 7. 51 (1 H, s), 8. 1 3 (1 H, d, J = 2. 0 H z), 8. 24 (1 H, s), 1 0. 1 2 (1 H, broad).

 [Example 1 2-4]

N-[2 _ Bromo _ 4 _Heptafluoroisopropyl _ 6— (Trifluoromethyl) sulfinyl] Phenyl 3_ {[Ν '-(2-Chloropyridine _3 — Gil) Carponyl-N'-methyl] amino} Manufacture of benzamide (compound number 2_ 1 80)

 N- [2_Bromo_4_heptafluoroisopropyl_6— (trifluoromethyl) sulfinyl] phenyl 3_ (methylamino) benzamide was used as the starting material, and 2_chloro oral nicotinic acid chloride was used as an example The title object was produced by following the conditions described in 1-5. White amorphous. Yield 70%.

1 H--NMR (CDCI ₃ , ρ ρ m) 63. 58 (3 Η, s), 7.

1 5 (1 H, d d, J = 4.9, 7 ∎ 3 ζ ζ), 7. 42-7.

45 (2 H, m), 7.60 (1 Η, d, J = 7.3 ζ ζ)

7. 7 1-7. 72 (2 Η, m), 8. 1 3 (1 Η, s),

8. 1 9-8. 29 (3 cm, m).

 [Example 1 2-5]

 Ν-[2 _ Bromo _ 4 _Heptafluoroisopropyl _ 6— (Trifluoromethyl) Sulphinyl] Phenyl 3_ {[Ν '-(Pyrimidine _5_yl) Carponyl-N'-methyl] amino} benzamide (Compound Number 2— 28 1) Manufacture

Example 1 —— [2-Bromo _4_heptafluoroisopropyl] _6— (trifluoromethyl) sulfinyl] Phenyl 3-aminobenzamide was used as a starting material. The title product was prepared by using ruponic acid chloride and following the conditions described in Example 1_5. . Pale yellow solid. Yield 53 <½.

¹ H-NMR (CDCI a, p pm) δ 3.59 (3 H, s), 7.34 (1 H, d, J = 8.3 Hz), 7.51 (1 H, t,

J = 7.8 H z), 7. 78 (2 H, dd, J = 3. 9, 1. 5 H z), 8. 1 4 (1 H, d, J = 2.0 H z), 8. 24 (1 H, s), 8. 35 (1 H, s), 8. 67 (2 H, s), 9. 1 1 (1 H, s).

[0218] Next, typical preparation examples of the present invention are shown, but the present invention is not limited thereto. In the formulation examples, “parts” means “parts by weight”.

[0219] [Formulation Example 1]

 2 parts of compound 2_ 1 80, 10 parts of probenazole, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., trade name Airol CT_ 1) 0.5 part, binder (manufactured by Nippon Synthetic Chemical Co., Ltd., Gohsenol) 3 parts, talc (made by Katsumiyama Mining Co., Ltd., trade name Victory Light) 1 5 parts, clay (made by Katsumiyama Mining Co., Ltd., trade name SP) 7 1. 5 parts were mixed and mixed It shape | molded with the post-extrusion granulator. The obtained molded product was dried and then sized to obtain granules.

[0220] [Formulation Example 2]

 Compound 2—80 parts 2 parts, orizastrobin 5 parts, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., trade name Airroll CT_ 1) 0.5 parts, binder (manufactured by Daiichi Kogyo Seiyaku Co., Ltd., commodity 3 parts talc (made by Katsumiyama Mining Co., Ltd., trade name Victory Light) 15 parts, clay (product made by Katsumiyama Kogyo Co., Ltd., trade name SP) 74.5 parts After adding water, it was molded with an extrusion granulator. The resulting molded product was dried and then sized to obtain granules.

[0221] [Formulation Example 3]

Compound 2 _ 1 41 0.5 part, Kasugamycin monohydrochloride 0.2 part, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles C) 0.3 part, clay (manufactured by Asahi Minesue Co., Ltd., commodity Name 0—441 0) 50 parts calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 49 parts were mixed and pulverized with a pin mill to obtain a powder. [0222] [Formulation Example 4]

 Compound 1 _ 243 0.5 part, Tricyclazol 1.0 part, Flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 part, Clay (manufactured by Asahi Mineral Co., Ltd., trade name 0 -441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 48. 2 parts were mixed and pulverized with a pin mill to obtain a powder.

[0223] [Formulation Example 5]

 Compound 2-1-80 parts 0.5 parts, flutolanil 2.0 parts, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 parts, clay (manufactured by Asahi Minesue Co., Ltd., trade name 0_ 441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name: NN # 200) 47. 2 parts were mixed and pulverized with a pin mill to obtain a powder.

[0224] [Formulation Example 6]

 0.5 parts of compound 2-1 41, 0.3 parts of fursulfamide, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 parts, clay (manufactured by Asahi Mineral Co., Ltd.) Name 0—441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name Doreres A) 48. 9 parts were mixed and pulverized with a pin mill to obtain a powder.

[0225] [Formulation Example 7]

 0.5 parts of compound 1-243, 3.0 parts of fenitrothion, flocculant (manufactured by Sankyo Co., Ltd., Doriles A) 0.3 parts, amorphous hydrous silicic acid (manufactured by Degussa Japan Co., Ltd., trade name Carplex) # 80 D) 2. 0 parts, clay (made by Asahi Minesue Co., Ltd., trade name 0—441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 44.2 The parts were mixed and pulverized with a pin mill to obtain a powder.

[0226] [Formulation Example 8]

 Compound 2 _ 1 80 5 parts, Imidacloprid 10 parts, Wetting Dispersant (trade name Solpol 3074, manufactured by Toho Chemical Industry Co., Ltd.) 1. 5 parts, Dispersant (manufactured by Kao Corporation, trade name demonstration) 1) N) 2.5 parts, thickener (Made by Kichiichidia Nikka Co., Ltd., trade name ROAD POLE) 0.08 parts and water 80.92 parts were mixed and then pulverized with a wet pulverizer. The flowable agent was obtained by filtration.

[0227] [Formulation Example 9] Compound 2 _ 1 41 10 parts, pyridaben 1 5 parts, wetting ■ dispersant (manufactured by Toho Chemical Industry Co., Ltd., trade name Solpol 3074) 2.5 parts, dispersant (manufactured by Kao Corporation, trade name demonstration) 1) N) 3.0 parts, thickener (Made by Kichiichi Deer Nikka Co., Ltd., trade name Road Pole) 0.08 parts and 69.42 parts of water were mixed and then pulverized with a wet pulverizer. The flowable agent was obtained by filtration.

[0228] [Formulation Example 1 0]

 Compound 1 _243 10 parts, Chlorfenavir 5 parts, Wetting Dispersant (trade name Solpol 3074, manufactured by Toho Chemical Industry Co., Ltd.) 1. 5 parts, Dispersant (produced by Kao Corporation, trade name demonstration) N) 2.5 parts, thickener (Made by Kichiichi Deer Nikka Co., Ltd., trade name Road Pole) 0.08 parts and water 80.92 parts were mixed, then pulverized with a wet pulverizer and filtered To obtain a flowable agent.

[0229] [Formulation example 1 1]

 Compound 2 _ 1 80 parts, 20 parts buprofedin, 20 parts humectant (manufactured by Toho Chemical Co., Ltd., trade name Solpol 5050) 1.5 parts, dispersant (made by Kao Corporation, trade name Emar) 2 . 5 parts, dispersant (trade name Demol N, manufactured by Kao Corporation), 2.0 parts, and 64 parts of diatomaceous earth were mixed and then ground in a jet mill to obtain a wettable powder.

[0230] [Formulation Example 1 2]

 1 part of Compound 2_ 1 41, 20 parts of pimetrozine, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., trade name Solpol 5050) 1. 5 parts, dispersant (trade name: Emar, manufactured by Kao Corporation) 2 . 5 parts, dispersant (trade name Demol N, manufactured by Kao Corporation), and 64 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder.

 [0231] [Formulation example 1 3]

Compound 1-243 (10 parts), fipronil (5 parts), wetting agent (manufactured by Toho Chemical Industry Co., Ltd., trade name Solpol 5050) 2. 0 parts, dispersant (made by Kao Corporation, trade name Emar) 2.0 Part, dispersant (trade name Demol N, manufactured by Kao Corporation) 2.0 parts and 79 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder. It was.

 [0232] [Formulation Example 1 4]

 30 parts of isoxathion and dispersing agent (manufactured by Toho Chemical Co., Ltd., trade name Solpol 7290 P) 2.0 parts, amorphous hydrous silicic acid (manufactured by Degussa Japan Co., Ltd., trade name Carplex # 80 D) 25 parts After mixing, 10 parts of Compound 2_ 1-80, wetting agent (trade name Solpol 5050, manufactured by Toho Chemical Co., Ltd.) 1. 5 parts, dispersant (trade name: Emar, manufactured by Kao Corporation) 2. 0 parts, dispersant (trade name Demol N, manufactured by Kao Corporation), 2.0 parts, and 27.5 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder.

 [0233] [Formulation Example 1 5]

 Compound 2_ 1 4 1 5 parts, dinotefuran 5 parts, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., Solpol 5050) 2.0 parts, dispersant (manufactured by Kao Corporation, trade name Emeral) 2.0 And 86 parts of diatomaceous earth were mixed and then pulverized with a jet mill to obtain a hydrating agent.

 [0234] Further, in order to clarify that the pest control composition of the present invention has an excellent pest control effect, test examples are shown below, but the present invention is not limited thereto.

 [0235] [Test Example 1] Insecticidal test against peach beetle

 After planting eggplants (variety: Senryoji 2) in a plastic pot with a diameter of 8 cm and a height of 8 cm, and breeding peach aphids, the medicinal solution diluted to a predetermined concentration was thoroughly sprayed onto the foliage. After air drying, the pots were left in the greenhouse, and after 5 days of spraying, the number of aphids parasitic on each eggplant was investigated, and the control rate was calculated according to the following criteria (1 ward, 1 pot, 2 systems).

 Control rate = 1 00- {(T a X C b) / (T b x C a)} x 1 00

 T a: Number of parasites after spraying in the treatment area

 T b: Number of parasites before spraying in the treatment area

 C a: Number of parasites after spraying in the untreated area

C b: Number of parasites before spraying in the untreated area The results are shown in Table 11.

Table 1 1

 Concentration control rate

(p p m)

Compound 2-1 4 1 + First Phase 3 0 + 2 5 0 1 0 0 Compound 2-1 4 1 Ten Mesomil 3 0 Ten 2 5 0 1 0 0 Compound 2-1 4 1 + Etofen 3 0 + 1 0 0 1 0 0 Compound 2-1 4 1 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 2-1 4 1 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 2- 1 4 1 10 pimetrozin 3 0 10 1 0 0 1 0 0 Compound 2-1 4 1 10 Floni force mi Κ 3 0 tens 1 0 0 1 0 0 Compound 2-1 8 0 + facet 卜 3 0 + 2 5 0 1 0 0 Compound 2-1 8 0 + Mesomyl 3 0 + 2 5 0 1 0 0 Compound 2-1 80 0 +10 fenfenx 3 0 +10 1 0 0 1 0 0 Compound 2-1 8 0 +10 Dinotefuran 3 0 + 10 0 0 1 0 0 Compound 2-1 80 + Ethioprole 3 0 + 1 0 0 1 0 0 Compound 2-1 8 0 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 2 -1 8 0 10 Fluoronic Force Κ 3 0 tens 1 0 0 1 0 0 Compound 1-2 4 3 verse 1 3 0 10 2 5 0 1 0 0 Compound 1-2 4 3 tens sominole 3 0 tens 2 5 0 1 0 0 Compound 1-2 4 3 + Etophae 'Needs 3 0 + 1 0 0 1 0 0 Compound 1-2 4 3 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 1-2 4 3 3 0 10 1 0 30 1 0 0 1 0 0 Compound 1-2 4 3 30 pimetrozin 3 0 10 1 0 0 1 0 0 Compound 1-2 4 3 + Froni force 3 0 + 1 0 0 1 0 0 Compound 1-1 4 3 + facet 3 0 + 2 5 0 1 0 0 Compound 1-1 4 3 10 Somole 3 30 + 2 5 0 1 0 0 Compound 1-1 4 30 + Etofenpox 3 0 + 10 1 0 0 1 0 0 Compound 1-1 4 3 Ten dinotefurans 3 0 10 1 0 0 1 0 0 Compound 1-1 4 3 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 1-1 4 3 Ten pimetrozin 3 0 Ten 1 0 0 1 0 0 Compound 1-1 4 3 10 Floni force Κ 3 0 tens 1 0 0 1 0 0 Compound 1-2 4 6 tens of cases 1 3 0 tens 2 5 0 1 0 0 Compound 1-2 4 6 + Mesomil 3 0 + 2 5 0 1 0 0 Compound 1-2 4 6 + Etophene に Ϊ 3 0 + 1 0 0 1 0 0 Compound 1-2 4 6 Ten dinotefuran 3 0 Ten 1 0 0 1 0 0 Compound 1- 2 4 60 0 0 1 0 0 Compound 1 - 2 4 6 + Pi main ^Toroji; down 3 0 + 1 0 0 1 0 0 Compound 1 - 2 4 6 + Furonikami 3 0 + 1 0 0 1 0 0 Compound 2 - 1 4 1 3 0 2 7 Compound 2-1 8 0 3 0 2 9 Compound 1-2 4 3 3 0 1 3 Compound 1-1 4 3 3 0 9 Compound 1-2 4 6 3 0 1 1 Mill 2 5 0 9 0 Etofemp πx 1 0 0 9 2 Dinotefuran 1 0 0 9 9 Jeppu 1 Norre 1 0 0 9 8 Pimet σ Shin 1 0 0 9 6 Flonica 1 0 0 9 7 No treatment 0 [Test Example 2] Insecticidal test against resistant king-tailed beetle Cucumber (variety: Sagamihanjiro in a plastic pot with a diameter of 8 cm and a height of 8 cm

) Was planted, and the resistant aphid aphid was bred, and then the medicinal solution diluted to a predetermined concentration was thoroughly sprayed on the foliage. After air drying, leave the pot in the greenhouse and spray

Five days later, the number of aphids parasitic on each cucumber was investigated, and the control rate was calculated according to the following criteria (1 ward, 1 pot, 2 systems).

Control rate = 1 00- {(T a X C b) / (T b x C a)} x 1 00

 T a: Number of parasites after spraying in the treatment area

 T b: Number of parasites before spraying in the treatment area

 C a: Number of parasites after spraying in the untreated area

 C b: Number of parasites before spraying in the untreated area

The results are shown in Table 12.

Table 1 2 (1)

Reagent concentration Concentration control rate

(PP m) Compound 2— 1 4 1 + Facet 3 0 + 2 5 0 2 8 Compound 2 — 1 4 1 10 Mem 3 0 10 2 5 0 3 9 Compound 2 — 1 4 1 + Etofemp c! 3 0 + 1 0 0 9 1 Compound 2— 1 4 1 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 2— 1 4 1 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 2— 1 4 1 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 2 — 1 4 1 + Flonicamid 3 0 + 1 0 0 1 0 0 Compound 2 — 1 8 0 + Facet 3 0 + 2 5 0 2 4 Compound 2 — 1 8 0 + Method 3 0 + 2 5 0 3 2 Compound 2 — 1 8 0 + Etofamp C! 3 0 + 1 0 0 8 7 Compound 2-1 80 0 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 2-1 80 0 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 2-1 8 0 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 2— 1 8 0 + 10 Flonicamide 3 0 + 10 1 0 0 1 0 0 Compound 1 2 4 3 + Phase 3 0 + 2 5 0 1 8 Compound 1 2 4 3 + Method 3 0 + 2 5 0 2 9 Compound 1 2 4 3 + Etofemp C! 3 0 + 1 0 0 8 4 Compound 1 2 4 3 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 1 2 4 3 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 1 2 4 3 + Pimetrozine 3 0 + 1 0 0 1 0 0 Compound 1 2 4 3 + Flonicamid 3 0 + 1 0 0 1 0 0 Compound 2— 2 8 3 + Phase 3 3 0 + 2 5 0 3 0 Compound 2 — 2 8 3 + Method 3 0 + 2 5 0 2 7 Compound 2 — 2 8 3 + Etofemp C! 3 0 + 1 0 0 8 8 Compound 2— 2 8 3 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 2— 2 8 30 30 ethiprole 3 0 10 1 0 0 1 0 0 Compound 2— 2 8 3 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 2— 2 8 3 + Flonicamid 3 0 + 1 0 0 1 0 0 Compound 1 2 5 6 + Phase 3 0 + 2 5 0 2 2 Compound 1 2 5 6 + Method 3 0 + 2 5 0 2 7 Compound 1 2 5 6 + Etofempnin Tx 3 0 + 1 0 0 8 6 Compound 1 2 5 6 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 1 2 5 60 + Ethioprolol 3 0 + 10 1 0 0 1 0 0 Compound 1 2 5 6 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 1 2 5 6 + Flonicamid 3 0 + 1 0 0 1 0 0 Compound 2— 1 8 1 + facet 3 0 + 2 5 0 2 0 Compound 2 — 1 8 1 10 meso 3 0 10 2 5 0 3 1 Compound 2 — 1 8 1 + Etofemp C! Tass 3 0 + 1 0 0 9 0 Compound 2— 1 8 1 + Dinotefuran 3 0 + 1 0 0 1 0 0 Compound 2— 1 8 1 + Ethiprole 3 0 + 1 0 0 1 0 0 Compound 2— 1 8 1 + Pimetrozin 3 0 + 1 0 0 1 0 0 Compound 2— 1 8 1 + Flonicamid 3 0 + 1 0 0 1 0 0 Compound 2— 1 4 1 3 0 2 4 Compound 2— 1 8 0 3 0 1 8 Compound 1 2 4 3 3 0 1 4 Compound 2— 2 8 3 3 0 1 2 Compound 1 2 5 6 3 0 1 0 Compound 2— 1 8 1 3 0 1 5 Table 1 2 (2)

 Reagent concentration Concentration control rate

 (p p m (%) Ace Hue 1 h 2 5 0 0

 Mesom 2 5 0 8

 Etofen Prox 1 0 0 75

 Dinotefuran 1 0 0 9 7

 1 0 0 96

 Pimetology 1 '0 0 93

 Niki Miguchi 1 0 0 95

 No treatment 0

[Test Example 3] Insecticidal test against Hime Tobinka

After spraying the seedlings (variety: Koshihikari) with the chemical solution diluted to the prescribed concentration, air-dried, and put it in a glass test tube with a diameter of 3 cm and a height of 10 cm with water. Put it in and plug it in. After 6 days of treatment, the number of survivors was investigated and the mortality rate was calculated (10 heads, 2 heads, 2 units). The results are shown in Table 13.

Table 1 3

Reagents Concentration Death rate

(PP (%) Compound 2 — 1 4 1 10 etprox 3 0 10 2 5 1 0 0 Compound 2 — 1 4 1 10 Pheni Trothion 3 0 10 1 0 0 1 0 0 Compound 2 — 1 4 1 10 Silafofen 3 0 10 2 5 1 0 0 Compound 2 1 4 1 10 Dinotefuran 3 0 10 5 1 0 0 Compound 2 1 4 1 10 Puprofyudin 3 0 10 2 5 1 0 0 Compound 2 1 4 1 10 Pimetrozin 3 0 10 2 5 1 0 0 Compound 2 — 1 4 1 10 ethiprole 3 0 10 2 5 1 0 0 Compound 2 — 1 4 1 10 Flonicamid 3 0 10 2 0 1 0 0 Compound 2 — 1 8 0 10 etofenprox 3 0 10 2 5 1 0 0 Compound 2 _ 1 8 0 + Fentrotrothion 3 0 + 1 0 0 1 0 0 Compound 2 1 8 0 +10 Silafluophene 3 0 +2 5 1 0 0 Compound 2 — 1 8 0 +10 dinotefuran 3 0 + 10 5 1 0 0 Compound 2 — 1 8 0 + 10 buprofezin 3 0 + 10 2 5 1 0 0 Compound 2 — 1 8 +10+ pimetrozin 3 0 + 10 2 5 1 0 0 Compound 2 — 1 8 + 0 + 10 0 10 2 5 1 0 0 Compound 2 1 8 0 10 Famid 3 0 10 2 0 1 0 0 Compound 1 — 2 4 3 30 Etophane plots 3 0 10 2 5 1 0 0 Compound 1 2 4 3 10 Trothion 3 0 10 1 0 0 1 0 0 Compound 1 2 4 3 10 Rough 3 0 10 2 5 1 0 0 Compound 1 2 4 3 10 Dinotefuran 3 0 Ten 5 1 0 0 Compound 1 2 4 30 Ten Buprofezin 3 0 Ten 2 5 1 0 0 Compound 1 2 4 3 + Pimetrozine 3 0 Ten 2 5 1 0 0 Compound 1 2 4 30 30 1 3 0 10 2 5 1 0 0 Compound 1 2 4 3 10 Flonicamide 3 0 Ten 2 0 1 0 0 Compound 4 4 6 Ten Etophane plots 3 0 Ten 2 5 1 0 0 Compound 4 4 6 10 ヱ Trothione 3 0 10 1 0 0 1 0 0 Compound 4 — 4 6 10 Shirafu Leofen 3 0 10 2 5 1 0 0 Compound 4 — 4 6 Ten dinotefuran 3 0 ten 5 1 0 0 Compound 4 — 4 6 10 buprofezin 3 0 10 2 5 1 0 0 Compound 4 — 4 6 10 Pimetrozin 3 0 10 2 5 1 0 0 Compound 4 4 6 10 Echipro 3 0 10 2 5 1 0 0 Compound 4 4 6 10 Flonicaamide 3 0 10 2 0 1 0 0 Compound 2 — 1 8 50 Ethophane plots 3 0 Ten 2 5 1 0 0 Compound 2 1 8 50 Tentrothion 3 0 Ten 1 0 0 1 0 0 Compound 2 — 1 8 50 Ten Silafofen 3 0 Ten 2 5 1 0 0 Compound 2 — 1 8 50 Tenzinotefuran 3 0 Ten 5 1 0 0 Compound 2 — 1 8 50 Ten Buprofezin 3 0 Ten 2 5 1 0 0 Compound 2 — 1 8 Five Ten Pimetrozin 3 0 Ten 2 5 1 0 0 Compound 2 — 1 8 50 Ten Ethiprole 3 0 Ten 2 5 1 0 0 Compound 2 — 1 8 50 Flonicamide 3 0 Ten 2 0 1 0 0 Compound 2 1 4 1 3 0 2 0 Compound 2 — 1 8 0 3 0 2 5 Compound 1 2 4 3 3 0 1 0 Compound 4 — 4 6 3 0 2 5 Compound 2 — 1 8 5 3 0 2 0 Jet Fump ax 2 5 9 5 Pheni Trothion 1 0 0 8 5 Silafluophene 2 5 9 5 Dinotefuran 5 9 5 Buprofyudin 2 5 9 5 Pimetrocin 2 5 9 5 Echipro 1 2 5 9 0 Flonicamid 2 0 9 5 No treatment 0 [Test Example 4] Insecticidal test against urticae

Fill a plastic cup with a diameter of 8 cm with water, cover with a hole with a diameter of 1 cm, place absorbent cotton on the top of the lid, suspend it underwater from the lid, and the absorbent cotton is always moistened by capillary action I made it. A leaf disk with a diameter of 2 cm was made from fresh kidney beans and placed on the cotton wool, and 4 adult females were inoculated there. The next day, after removing the female adults, the number of eggs laid was examined, and a chemical solution prepared to a predetermined concentration was sprayed using a vertical sprayer. After spraying, it was placed in a constant temperature room at 25 ° C, and after 6 days of spraying, the number of hatched larvae surviving on the leaf disk was investigated, and the hatched larvae rate was calculated (1 drug, 1 concentration, 2 consecutive). The results are shown in Table 14.

Table 14

 Reagent concentration Concentration of hatched larvae

(P m) (%) Compound 2 1 4 1 Tenpyridaben 5 0 + 2 4 0 Compound 2 1 4 1 Tenacequinosyl 5 0 Ten 5 2 2 Compound 2 1 4 1 Fenbutatin tin oxide 5 0 + 2 5 3 5 Compound 2 1 4 1 Ten Spirodiclofen 5 0 + 3 4 2 Compound 2 1 4 1 Ten Etoxazole 5 0 Ten 0 1 2 6 Compound 2 1 4 1 + Bifenazate 5 0 + 5 5 2 Compound 2 1 4 1 Ten Minole Level Mectin 5 0 + 5 1 1 Compound 2 1 8 0 Ten Pyridaben 5 0 Ten 2 4 6 Compound 2 1 8 0 Ten Acequinosyl 5 0 + 5 2 5 Compound 2 1 8 0 Fenbutasine Tenoxide 5 0 Ten 2 5 3 8 Compound 2 1 8 0 10 Spirodiclofen 5 0 + 3 4 6 Compound 2 1 8 0 10 Etoxazole 5 0 + 0 1 2 9 Compound 2 1 8 0 10 Bifenazate 5 0 10 5 5 6 Compound 2 1 8 0 10 Minore Bemectin 5 0 + 5 1 5 Compound 1 2 4 3 Tenpyridaben 5 0 + 2 3 8 Compound 1 2 4 3 Tenacequinosyl 5 0 Ten 5 2 0 Compound 1 2 4 3 Fenbutatin tin oxide 5 0 + 2 5 3 4 Compound 1 2 4 3 Ten Spirologic Fen 5 0 + 3 4 1 Compound 1 2 4 3 Tenetoxazole 5 0 Ten 0 1 2 4 Compound 1 2 4 3 + Bifenazate 5 0 + 5 5 0 Compound 1 2 4 3 Ten Minorebemectin 5 0 + 5 8 Compound 3 4 10 pyridaben 5 0 10 2 5 0 Compound 3 4 10 Acequinosyl 5 0 10 5 2 5 Compound 3 4 Fenbutadium pentoxide 5 0 + 2 5 3 5 Compound 3 4 Ten Spirodic mouth phen 5 0 Ten 3 4 8 Compound 3 4 Tenetoxazole 5 0 + 0 1 3 1 Compound 3 4 Ten bif nazate 5 0 + 5 5 8 Compound 3 4 Ten Minorebemectin 5 0 Ten 5 1 8 Compound 1 2 7 0 Ten pyridaben 5 0 Ten 2 3 5 Compound 1 2 7 0 + Acequinosyl 5 0 + 5 2 2 Compound 1 2 7 0 Ten-phenphentin oxide 10 0 2 5 3 3 Compound 1 2 7 0 Ten Spirocloclofen 5 0 Ten 3 4 9 Compound 1 2 7 0 Ten Etoxazole 5 0 + 0 1 2 4 Compound 1 2 7 0 Ten Biphenazate 5 0 Ten 5 5 5 Compound 1 2 7 0 Ten Minorebemectin 5 0 Ten 5 7 Compound 2 1 4 1 5 0 7 4 Compound 2 1 8 0 5 0 8 0 Compound 1 2 4 3 5 0 7 3 Compound 3 4 5 0 8 3 Compound 1 2 7 0 5 0 7 5 Pyridaben 2 4 8 Acequinosyl 5 2 9 Funbutane oxide 2 5 4 2 Spirocyclophene 3 5 0 Toxazole 0-1 3 3 Bif; Naze 卜 5 6 0 Minorebectin Ku 1 5 8 No treatment 8 8 [Test Example 5] Control test of Himetobinka and Kobunomeiga by applying rice seedling box

Rice (cultivar: Nipponbare) cultivated in a seedling box was treated with 50 g of granule per box and transplanted to Honda. As for the control effect against Himetobin force, the number of parasites was investigated for each 30 strains 40 and 60 days after transplantation, and as for the control effect against corn borer, the number of damaged leaves was investigated for each 100 strains 50 days after transplantation. The damage leaf rate was calculated. The results are shown in Table 15.

 Table 15

 Damaged leaves Parasitic number / 30 shares

 Reagents a¾ and

 Rate Days after application

 (gai / box) 40 曰 60 曰 (%) Compound 2-180 ィ ΪΓ Black 7 ° Lido 5 + 1 5 8 0. 48 匕 Compound 2-180 ン Nfura Calf 5 + 2. 5 6 21 0. 41 Compound 2-180 + Sino-Fran 5 + 1 0 6 0. 35 Compound 2—180 + Fif'ronyl 5 + 1 0 8 0. 21 Compound 2-180 + Spinosad 5 + 0. 375 76 131 0. 21 Compound 2 180 + Pymetrocin 5 + 1. 5 21 31 0. 22 Compound 1-185 + Imi; Γ Black, Lido 5 + 1 5 8 0. 41 Compound 1-185 To 'Nhulacarf 5 + 2. 5 6 21 0. 45 Compound 1-185+ Furan 5 + 1 0 6 0. 32 Compound 1-185 + Fif'Lonyl 5 + 1 0 8 0. 20 Compound 185+ Spinosad 5 + 0. 375 76 131 0. 20 Compound 1-185 + Pymetrocin 5 + 1. 5 21 31 0. 25 Compound 2-185 10 ° ΪΓ Black 7 ° Lido 5 + 1 5 8 0. 39 ° Compound 2-185 + Nphracalf 5 + 2. 5 6 21 0. 41 Compound 2-185+ Citefuran 5 + 1 0 6 0. 31 Compound 2-185+ File 7 '5 + 1 0 8 0. 25 Compound 2-185 + Spinosad 5 + 0. 375 76 131 0. 26 Compound 2-185 + Pymetrocin 5 + 1. 5 21 31 0. 29 Compound 2-180 5 75 125 0.36 Compound 1-185 5 79 138 0.50 Compound 2-185 5 79 138 0. 45 Taro 7. ! ) Do 1 0 9 1. 77 Hénracarf 2.5 5 31 31 1. 28 Sithanefur 1 0 6 0. 67 Fiflonil 1 0 10 0. 31 Spinosad 0. 375 80 138 0. 33 1. 5 21 36 0. 33 Untreated zone 95 142 1. 62

[Test Example 6] Insecticidal test against Drosophila larvae

Cabbage cut leaves are soaked for 30 seconds in chemical solution diluted to the prescribed concentration, then air-dried and the diameter 9 In a plastic container of 10 cm, 10 larvae of 2 larvae were inoculated and placed in a constant temperature room at 25 ° C. Six days after the treatment, the number of surviving insects was examined and the death rate was calculated (10 heads, 2 heads, 2 units). The results are shown in Table 16.

 Table 16 (1)

 Reagents Concentration Death rate

 (p m) (%)

 Compound 2 1 4 1 + etofenprox 0.5 + 3 8 5

 Compound 2 1 4 1 + dinotefuran 0.5 + 3 8 5

 Compound 2 1 4 1 + fipronil 0.5 + 0 5 9 0

 Compound 2 1 4 1 + Spinosad 0.5 + 0 1 9 5

 Compound 2 1 4 1 + fenpyroximate 0.5 + 5 0 8 0

 Compound 2 1 4 1 + Isoxathion 0.5 + 3 0 9 5

 Compound 2 1 4 1 + Funolepene amide 0.5 + 0 1 9 5

 Compound 2 1 4 1 + Compound 3 0 0 6 0 .5 + 0 0 3 8 0

 Compound 2 1 4 1 10 Lepimectin 0.5 0.5 0 0 0 3 9 0

 Compound 2 1 80 + etofenprox 0.5 + 3 80

 Compound 2 1 80 + dinotefuran 0.5 + 3 8 0

 Compound 2 1 80 + fipronil 0.5 + 0 5 8 5

 Compound 2 1 80 + Spinosad 0.5 + 0 1 9 0

 Compound 2 1 80 + Fempioxime 0.5 + 5 0 7 5

 Compound 2 1 80 + isoxathione 0.5 + 3 0 9 0

 Compound 2 1 80 + Funolebenamide 0.5 + 0 1 9 0

 Compound 2 1 8 0 + Compound 3 0 0 6 0 .5 + 0 0 3 8 0

 Compound 2 1 8 0 + Lepimectin 0.5 + 0 0 0 3 8 5

 Compound 1 2 4 3 + etofenprox 0.5 + 3 7 0

 Compound 1 2 4 30 Dinotefuran 0.5 50 3 7 0

 Compound 1 2 4 3 + fipronil 0.5 + 0 5 7 5

 Compound 1 2 4 3 + Spinosad 0.5 + 0 1 8 0

 Compound 1 2 4 3 + Funpyroximate 0.5 + 5 0 6 5

 Compound 1 2 4 30 Isoxathion 0.5 50 3 0 8 0

 Compound 1 2 4 3 + Funolepene amide 0.5 + 0 1 8 0

 Compound 1 2 4 3 + Compound 3 0 0 6 0 .5 + 0 0 3 7 5

 Compound 1 2 4 3 + Lepimectin 0.5 + 0 0 0 3 7 0

 Compound 2 1 9 9 + etofenprox 0.5 + 3 9 5

 Compound 2 1 9 9 + dinotefuran 0.5 + 3 9 0

 Compound 2 1 9 9 + fipronil 0.5 + 0 5 8 5

 Compound 2 1 9 9 + Spinosad 0.5 + 0 1 9 5

 Compound 2 1 9 9 + fenpyroximate 0.5 + 5 0 9 5

 Compound 2 1 9 9 + isoxathione 0.5 + 3 0 9 0

 Compound 2 1 9 9 + Funolepene Diamide 0.5 + 0 1 9 5

 Compound 2 1 9 9 + Compound 3 0 0 6 0 .5 + 0 0 3 9 5

Compound 2 1 9 9 10 Lepimectin 0.5 0.5 0 0 0 3 9 0 Table 16 (2)

 Reagents Concentration Death rate

 (p (%)

 Compound 3—5 3 + etofenprox 0.5 + 3 7 5

 Compound 3-5 3 10 dinotefuran 0.5 50 3 7 0

 Compound 3-5 3 + fipronil 0.5 + 0.5 5 0

 Compound 3-5 3 + Spinosad 0.5 + 0.5 1 7 5

 Compound 3-5 3 + fenpyroximate 0.5 + 5 0 6 5

 Compound 3-5 3 + isoxathion 0.5 + 3 0 8 5

 Compound 3-5 3 + Funolepene Diamide 0.5 + 0. 1 8 0

 Compound 3-5 3 + Compound 3 0 0 6 0 .5 + 0. 0 3 9 0

 Compound 3-5 3 + Lepimectin 0.5 + 0. 0 0 3 8 0

 Compound 2—1 4 1 0 .5 7 5

 Compound 2— 1 8 0 0 .5 6 5

 Compound 1 2 4 3 0 .5 6 5

 Compound 2 1 9 9 0 .5 8 0

 Compound 3— 5 3 0 .5 3 5

 Etofen Prox 3 4 5

 Dinotefuran 3 4 5

 Fipronil 0.5 5 5

 Spino Ace 0.1 6 5

 Fenpyroximate 5 0 5

 Isoxathion 3 0 6 5

 Funolevendium '0. 1 6 5

 Compound 3 0 0 6 0. 0 3 4 5

 Lepimectin 0. 0 0 3 5 5

 Untreated section 0 [Test example 7] Double-strength insect killing test and rice blast control test by applying rice seedling boxes

 Rice (cultivar: Koshihikari) cultivated in a nursery box was treated with a prescribed amount of granules, and then 4 plants were transplanted in 1/500 0 0 a pots for 4 pots. Treatment for 2 pots 1 After 4 days, the stems and leaves were cut and placed in a plastic cup (diameter: 10 cm, height: 10 cm) with 10 larvae, 2nd instar larvae, and the mortality rate was investigated after 4 days. (Two consecutive systems). The other 2 pots were placed in an artificial room (setting conditions: 25 ° C, 12 hours light / dark cycle) 30 days after treatment and sprayed with the rice spore suspension. The weather chamber was kept in a high humidity, and after 7 days, the number of blast spots was investigated, and the control value was calculated using the following formula (double system). The results are shown in Table 17.

Control value = (1 number of lesions in one treatment area / number of lesions in no treatment area) X 1 0 0 1 7 Table (1)

Reagents Treatment doses Nikaiga rice blast

(gai / box) Mortality (%) Control value Compound 2-1 80 0 tens Probenazonole 5 + 1 2 1 0 0 1 0 0 Compound 2-1 8 0 tens Diclosimet 50 tens 1.5 1 0 0 1 0 0 Compound 2-1 8 0 10 Olisastrobin 5 + 3 .5 1 0 0 1 0 0 Compound 2-1 80 0 + Tricyclazole 5 + 2 1 0 0 1 0 0 Compound 2-1 8 0 +10 Prosothiolane 5 + 6 1 0 0 1 0 0 Compound 2-1 8 0 10 Isothianyl 5 + 1 1 0 0 1 0 0 Compound 2— 1 8 0 Ten Compound 3 0 0 0 5 Ten 1 5 1 0 0 1 0 0 Compound 2- 1 8 0 +10 Compound 3 0 0 1 5 + 1 5 1 0 0 1 0 0 Compound 2-1 8 0 +10 Compound 3 0 0 2 5 + 1 5 1 0 0 1 0 0 Compound 2— 1 8 0 +10 Compound 3 0 0 3 5 10 7.5 1 0 0 1 0 0 Compound 2-1 8 0 Ten Compound 3 0 0 4 5 + 7. 5 1 0 0 1 0 0 Compound 2— 1 8 0 Ten Compound 3 0 0 5 5 10 7.5 1 0 0 1 0 0 Compound 2-1 8 1 10 Probenazonole 50 50 1 2 1 0 0 1 0 0 Compound 2-1 8 1 Ten Diclosime 50 One 1.5 1 0 0 1 0 0 Compound 2— 1 8 1 Robin 50 3 5 1 0 0 1 0 0 Compound 2-1 8 1 10 Tricyclazole 5 + 2 1 0 0 1 0 0 Compound 2— 1 8 1 Ten Isoprothiolane 50 Ten 6 1 0 0 1 0 0 Compound 2- 1 8 1 10thisotianil 5 + 1 1 0 0 1 0 0 Compound 2-1 8 1 Ten compound 3 0 0 0 5 + 1 5 1 0 0 1 0 0 Compound 2-1 8 1 Ten compound 3 0 0 1 5 + 1 5 1 0 0 1 0 0 Compound 2-1 8 1 Ten Compound 3 0 0 2 5 + 1 5 1 0 0 1 0 0 Compound 2-1 8 1 Ten Compound 3 0 0 3 5 Ten 7 .5 1 0 0 1 0 0 Compound 2-1 8 1 Ten Compound 3 0 0 4 5 + 7.5 1 0 0 1 0 0 Compound 2— 1 8 1 Ten Compound 3 0 0 5 5 Ten 7.5 5 1 0 0 1 0 0 Compound 2-1 8 5 50 Probenazonole 50 1 2 1 0 0 1 0 0 Compound 2-1 8 50 Dichloromet 5 + 1 .5 1 0 0 1 0 0 Compound 2-1 8 5 10 Oligosastro Bin 50 3 5 1 0 0 1 0 0 Compound 2— 1 8 5 10 Tricyclazole 50 50 2 1 0 0 1 0 0 Compound 2— 1 8 5 10 Isoprothiolane 50 50 6 1 0 0 1 0 0 Compound 2— 1 8 5 Tensocia 5 50 1 1 0 0 1 0 0 Compound 2-1 8 5 Ten Compound 3 0 0 0 5 Ten 1 5 1 0 0 1 0 0 Compound 2— 1 8 5 Ten Compound 3 0 0 1 5 Ten 1 5 1 0 0 1 0 0 Compound 2-1 8 5 Ten Compound 3 0 0 2 5 Ten 1 5 1 0 0 1 0 0 Compound 2-1 8 5 Ten Compound 3 0 0 3 5 Ten 7.5 5 1 0 0 1 0 0 Compound 2-1 8 50 compound 3 0 0 4 5 + 7.5 5 1 0 0 1 0 0 compound 2-1 8 5 compound 10 3 0 0 5 5 + 7 .5 1 0 0 1 0 0 Table 17 (2)

 Reagents, treatment amount, double camera, mo

 (gai Z box) Mortality (%) Control value Compound 2— 1 8 0 5 9 0 3 Compound 2— 1 8 1 5 9 0 0 Compound 2— 1 8 5 5 9 0 0 Probenazonole 1 2 5 9 5 Diclosimet 1.5 0 9 3 Orythus Trobin 3.5 5 9 6 Tricyclazole 2 5 9 5 Soprothiolane 6 0 9 2 Sothanil 1 0 9 8 Compound 3 0 0 0 1 5 0 9 9 Compound 3 0 0 1 1 5 0 9 5 Compound 3 0 0 2 1 5 0 9 8 Compound 3 0 0 3 1 5 0 9 7 Compound 3 0 0 4 1 5 0 9 9 Compound 3 0 0 5 1 5 0 9 9 Untreated 5 0

[Test Example 8] Ichimon disseri and rice blast control test for rice

 Transplantation (mid-May) A predetermined concentration of powder was sprayed on rice (variety: Koshihikari) after 70 days. Before spraying, the leaves that had been infested with Ichimongiseseri were removed, and the number of insects was examined for 100 strains in each group 20 days after spreading. In addition, a blast disease seedling was established at the center of each ward 10 days before spraying, and after 30 days of spraying, the number of ear blasts was investigated for 20 strains in each ward, and the control value was calculated using the following formula. did. The results are shown in Table 18.

 Degree of damage a: Onset of head neck b: Onset of branch stem 1/3 or more c: Onset of branch stem 1/3

Degree of damage = disease incidence of a + disease incidence of b X 0. 6 6 + _£ ; disease incidence of 0.2 6 6 Control value = (1 degree of damage in one treatment area / degree of damage in no treatment area) X 1 0 0 1 8 Table (1)

Reagents Treatment doses Number of insects Rice blast

(ai / 1 0 a) (Head / 1 ◦ 0 shares) —Control value Compound 2 1 4 1 10 Fusalide 2 10 1 0 0 0 1 0 0 Compound 2 ― 1 4 1 Sugamycin 2 0 10 9 0 1 0 0 Compound 2 1 4 1 Ten Phenoxanyl 2 0 Ten 4 0 0 1 0 0 Compound 2 1 4 1 Ten Tech Mouth phthalam 2 00 10 0 0 1 0 0 Compound 2 ― 1 4 1 10 Tricyclazolene 2 0 Ten 3 0 0 1 0 0 Compound 2 1 4 1 Ten Provenphos 2 0 Ten 9 0 0 1 0 0 Compound 2 1 4 1 Ten Compound 3 0 0 0 Five Ten 1 5 0 0 ○ 1 0 0 Compound 2 1 4 1 Ten Compound 3 0 0 1 5 10 1 5 0 0 0 1 0 0 Compound 2 1 4 1 Ten Compound 3 0 0 2 5 Ten 1 5 0 0 0 1 0 0 Compound 2 ― 1 4 1 Ten Compound 3 0 0 3 5 Ten 5 0 0 0 1 0 0 Compound 2 1 4 1 Ten Compound 3 0 0 4 5 Ten 5 0 0 0 1 0 0 Compound 2 ― 1 4 1 Ten Compound 3 0 0 5 5 Ten 5 0 0 0 1 0 0 Compound 2 ― 1 8 0 10 Fusaride 2 0 10 1 0 0 0 1 0 0 Compound 2 ― 1 8 0 Ten strength sugamycin 2 0 Ten 9 0 1 0 0 Compound 2 ― 1 8 0 Ten Phenoxacin / Le 2 0 Ten 4 0 0 1 0 0 Compound 2 1 8 0 10 Tec Mouth phthalam 2 0 10 4 0 0 1 0 0 Compound 2 ― 1 8 0 Ten compound 3 0 0 0 5 Ten 1 5 0 0 0 1 0 0 Compound 2 ― 1 8 0 Ten compound 3 0 0 1 5 10 1 5 0 0 0 1 0 0 Compound 2 1 8 0 Ten Compound 3 0 0 2 5 Ten 1 5 0 0 〇 1 0 0 Compound 2 ― 1 8 0 Ten Compound 3 0 0 3 5 Ten 5 0 0 0 1 0 0 Compound 2 1 8 0 Ten Compound 3 0 0 4 5 Ten 5 0 0 0 1 0 0 Compound 2 1 8 0 Ten Compound 3 0 0 5 5 Ten 5 0 0 ○ 1 0 0 Compound 1 2 4 3 10 Fusaride 2 0 Ten 1 0 0 0 1 0 0 Compound 1 2 4 3 Sugawara Sugamycin 2 0 Ten 9 0 1 0 0 Compound 1 2 4 3 Ten Phenoxal 2 10 4 0 0 1 0 0 Compound 1 2 4 3 10 tech Oral phthalam 2 0 10 4 0 0 1 0 0 Compound 1 2 4 3 10 Compound 3 0 0 0 5 10 1 5 0 0 0 1 0 0 Compound 1 ― 2 4 3 30 Compound 3 0 0 1 5 Ten 1 5 0 0 0 1 0 0 Compound 1 2 4 3 Ten Compound 3 0 0 2 5 Ten 1 5 0 0 0 1 0 0 Compound 1 ― 2 4 Three Ten Compound 3 0 0 3 5 Ten 5 0 0 0 1 0 0 Compound 1 2 4 3 Ten Compound 3 0 0 4 5 Ten 5 0 0 0 1 0 0 Compound 1 ― 2 4 30 compounds 3 0 0 5 5 10 5 0 0 0 1 0 0 Compound 2 ― 1 8 50 Fusalide 2 0 10 1 0 0 0 1 0 0 Compound 2 1 8 5 Sugamycin 2 0 10 9 0 1 0 0 Compound 2 ― 1 8 50 Ten Phenoxa-/ Les 2 0 Ten 4 0 0 1 0 0 Compound 2 ― 1 8 50 Tentech Oral phthalam 2 0 Ten 4 0 0 1 0 0 Compound 2 1 8 50 Ten Compound 3 0 0 0 5 tens 1 5 0 0 〇 1 0 0 Compound 2 ― 1 8 50 Ten compounds 3 0 0 1 5 Ten 1 5 0 0 0 1 0 0 Compound 2 1 8 5 Ten compounds 3 0 0 2 50 Ten 1 5 0 0 0 1 0 0 Compound 2 1 8 5 Ten Compound 3 0 0 3 5 Ten 5 0 0 ○ 1 0 0 Compound 2 ― 1 8 50 Ten Compound 3 0 0 4 5 Ten 5 0 0 0 1 0 0 Compound 2 1 8 50 Compound 3 0 0 5 50 50 5 0 0 〇 1 0 0 Table 1 8 (2)

 Reagents Treatment dose Number of insects Rice blast

 gai / 1 0 ί l) (Head / 100 strain) Control value Compound 2— 1 4 1 2 0 3 2 Compound 2— 1 8 0 2 0 4 2 Compound 1 2 4 3 2 0 3 3 Compound 2— 1 8 5 2 0 2 0 Fusalide 1 0 0 1 6 0 9 5 Forced Sugamycin 9 1 5 5 9 3 Phenoxanyl 4 0 1 6 3 9 0 Tech mouth phthalam 4 0 1 5 8 8 5 Compound 3 0 0 0 1 5 0 0 1 6 1 9 3 Compound 3 0 0 1 1 5 0 0 1 5 6 9 6 Compound 3 0 0 2 1 5 0 0 1 6 1 8 9 Compound 3 0 0 3 5 0 0 1 5 6 9 5 Compound 3 0 0 4 5 0 0 1 6 3 9 6 Compound 3 0 0 5 5 0 0 1 6 1 9 5 Untreated plot 1 6 6 0 [Test Example 9] Ichimon dissely and blight control test of paddy rice

Transplantation (mid-May) A predetermined amount of powder was sprayed on rice (variety: Koshihikari) 70 days after transplantation. Before spraying, the leaves that had been infested with Ichimongiseseri were removed, and the number of insects was examined for 100 strains in each group 20 days after spreading. In addition, rice seed blight fungi cultured in a culture medium 7 days before spraying were inoculated to the plant stock, and after 30 days of spraying, the diseased strains were investigated for 100 strains in each group and the disease-causing strain rate was calculated. The results are shown in Table 19

Table 19

 Reagents Treatment dose Number of insects Disease S

 (gai / 1 0 a) (head Z 1 0 0 strain) (%) Compound 2 ― 1 4 1 + Flutolanil 2 0 + 8 0 0 0 Compound 2-1 4 1 + Dichromedin 2 0 + 4 8 0 0 Compound 2 — 1 4 1 + Pencyclon 2 0 + 6 0 0 0 Compound 2 — 1 4 1 + Frame 卜 Pil 2 0 + 2 0 0 0 Compound 2 — 1 8 0 + Flutolanil 2 0 + 8 0 0 0 Compound 2— 1 8 0 + Dichromedin 2 0 + 4 8 0 0 Compound 2 — 1 8 0 + Pencyclone 2 0 + 6 0 0 0 Compound 2 — 1 8 0 + Frame 卜 Pil 2 0 + 2 0 0 0 Compound 1 1 2 4 3 + Flutolanil 2 0 + 8 0 0 0 Compound 1 1 2 4 3 + Dichromedin 2 0 + 4 8 0 0 Compound 1 1 2 4 3 + Pencyclon 2 0 + 6 0 0 0 Compound 1 ― 2 4 3 + Frametopyl 2 0 + 2 0 0 0 Compound 2-1 4 1 2 0 1 9 6 Compound 2 — 1 8 0 2 0 2 9 7 Compound 1 1 2 4 3 2 0 2 9 4 Flutolanil 8 0 loo 1 Dichromedin 4 8 1 6 0 2 Penciclone 6 0 1 6 3 3 Frametopil 2 0 1 6 2 1 Untreated section 1 6 0 9 7 [Test Example 1 0] Pear Nashihimeshin Lee and scab control test

 1 A 7-year-old pear (variety: Hosui) was sprayed with a sufficient amount of the drug prepared at the prescribed concentration (early June). After 40 days of spraying, the number of fruits damaged by Nashihime Shinkui was investigated for all fruits in the ward, and the rate of damage was calculated. In addition, after 14 days of spraying, we investigated the incidence of scab on any 200 leaves in the ward, and calculated the severity using the following formula. The results are shown in Table 20.

Disease severity = ∑ (Number of diseased leaves by index X index) X 1 00 / (Number of leaves surveyed X 5) Index: (0: No disease, 1: 1-3 lesions, 3: 4-7 lesions) Pieces, 5: 8 or more lesions) Table 20

 Reagents Treatment concentration Nashihime Shinkai Black scab

 (ppm) Damage rate (%) Disease severity Compound 2— 1 4 1 + Pentopyrado 50 0 + 7 ό 1. 9 2. 2 Compound 2 — 1 4 1 + Cimeconazole 5 0 + 1 0 0 1. 8 3. 5 Compound 2-1 80 + Penthiopyrad 50 + 7 6 2. 3 2. 1 Compound 2-1 8 0 + Cimeconazole 50 + 1 0 0 2. 4 2. δ Compound 1 1 2 4 3 + Penthiopyrad 50 + 7 5 2. ο 2. 6 Compound 1 1 2 43 + Cimeconazole 5 0 + 1 0 0 2. 1 3. 0 Compound 2— 1 4 1 5 0 2. ο 5 0. 5 Compound 2— 1 8 0 5 0 2. 0 5 1. 8 Compound 1 1 2 43 5 0 2. 6 5 2. 2 Penthiopyrad 7 ό 2 1. 2 2. δ Simeconazole 1 0 0 2 2. 1 3. 0 Untreated 2 1. 0 5 1. 0 [Test Example 1 1] Cucumber urinomeal insecticidal test and powdery mildew control test Suspension of cucumber (variety: Sagamihanjiro) cultivated in a greenhouse is sprayed in sufficient quantity. did. Seven days after spraying, one leaf was cut out and placed in a plastic cup (diameter: 10 cm, height: 10 cm) together with 5 urchin larvae, and the mortality was investigated 4 days later. In addition, powdery mildew on the cucumber diseased leaves, which had been diseased 1 day after spraying, was evenly wiped off with a paint brush and inoculated 10 days later. The area occupied by lesions per leaf of cucumber was investigated according to the following index, and the control value was calculated from the average disease severity in each section using the following formula (two-line system). The results are shown in Table 21.

 Disease severity 0: No lesion

 1: The lesion area is 5% or less

 2: Disease area is 6-25%

 3: The lesion area is 26-50%

 4: Spot area is 51% or more

Control value = (1 Average disease severity in 1 treatment area / Average disease severity in no treatment area) X 1 00 Table 2 1

 Reagents Treatment concentration u Noumeiga Tsudonoko disease

 (P pm) Mortality (%) Control value Compound 2-1 4 1 10 Pentopirado 1 0 10 3 1 5 1 0 0 1 0 0 Compound 2-1 4 1 10 Shimekonazo 1 Nore 1 0 + 3.1 5 1 0 0 1 0 0 Compound 2-1 80 0 Pentiopyrad 1 0 10 3. 1 5 1 0 0 1 0 0 Compound 2-1 8 0 10 + Cimeconazole 1 0 10 3. 1 5 1 0 0 1 0 0 Compound 1 1 2 4 3 30 Pentiovir 1 0 + 3. 1 5 1 0 0 1 0 0 Compound 1 2 4 3 10 Cimeconazole 1 0 10 3. 1 5 1 0 0 1 0 0 Compound 3-5 30 Pentiopyrad 1 ◦ Ten 3 1 5 1 0 0 1 0 0 Compound 3-5 3 10 Cimeconazole 1 0 10 3. 1 5 1 0 0 1 0 0 Compound 1 2 5 6 Ten Pentopirado 1 0 Ten 3.1 1 5 1 0 0 1 0 0 Compound 1 1 2 5 6 Tensimeconazole 1 0 + 3. 1 5 1 0 0 1 0 0 Compound 2— 1 4 1 1 0 9 0 0 Compound 2-1 8 0 1 0 9 5 0 Compound 1 One 2 4 3 1 0 9 0 0 Compound 3—5 3 1 0 9 5 0 Compound 1 1 2 5 6 1 0 8 5 0 Pentopyrado 3. 1 5 0 9 0 Cimeconazole 3. 1 5 0 9 0 No treatment 0 0 Test Example 1 2] The powders Kaburayaga and clubroot control test prescribed amount by soil treatment of cabbage and soil incorporation, cultivated cabbage cell seedlings: were planted (cultivar seasons caught). Seven days after the treatment, the number of strains damaged by Cabraga was investigated, and the ratio of damaged strains was calculated. In addition, 60 days after treatment, the strains were extracted, and the incidence of clubroot was investigated according to the degree, and the control value was calculated from the average disease severity in each group using the following formula. The results are shown in Table 22.

 Disease severity

 0: Does not allow root-knot formation

 1: Root humps grow on roots of less than 1 to 25% of the whole root system

 2: Root humps grow on roots of less than 25 to 50% of the whole root system

3: Root humps grow on less than 50 to 75% of the root system

4: Root humps grow on more than 75% of the root system

Control value = (1 Average disease severity in one treatment area / average disease incidence in no treatment area) X 1 0 0 Table 22

 Reagents Treatment dose Kabragaga root;) ¾

 (gai / 1 0 a) Damaged strain rate (%) Control value Compound 2-14 1 + Fursulfamide 1 0 0 + 60 0. 8 9 6 Compound 2 _ 1 80 + Fursulfamide 1 0 0 + 6 0 0. 8 9 δ Compound 1—243 + Fursulfamide 1 0 0 +6 0 0. 6 9 7 Compound 2— 1 4 1 1 0 0 0. 6 6 Compound 2— 1 80 1 0 0 0. 8 4 Compound 1 243 1 0 0 1. 0 4 Fursulfamide 60 3 5. 8 9 8 Untreated 36 36 8 [Test Example 1 3] Insecticidal test against citrus yellow thrips larvae

 A 1% agar gel was poured into a plastic cup (diameter 5 cm, height 5 cm), and a leaf disk was created by placing the primary leaf pieces of kidney beans cut to 4.5 cm in diameter on the back of the leaves. Three pre-mature adult females were released, covered and laid for 2 days. After that, the female adults were removed, and after 4 days, the number of larvae on the leaf discs was counted, and a prescribed concentration of drug was sprayed with a vertical sprayer. Three days after spraying, the number of viable insects was counted, and the corrected survival rate was calculated using the following formula. The results are shown in Table 23.

Adjusted survival rate = 1 O O x T a X C b / (T b x C a)

T a: Number of surviving insects after spraying in treated area

T b: Number of live insects before spraying in the treated area

C a: Number of live insects after spraying in the untreated area

C b: Number of live insects before spraying in the untreated area

Table 23

 Reagents Treatment concentration Corrected survival rate

 (pm) (%) Compound 2— 1 4 1 10 dinotefuran 1 0 10 3 0 0 Compound 2-1 4 1 10 Benfuranolev 1 0 + 3 0 0 Compound 2— 1 4 1 10 Spinosad 1 0 10 1 0 Compound 2 — 1 8 0 10 dinotefurans 1 0 10 3 0 0 Compound 2-1 8 0 10 Benfuranolev 1 0 + 3 0 0 Compound 2— 1 8 0 Ten Spinosad 1 0 Ten 1 0 Compound 1 One 2 4 3 + Dinotefuran 1 0 + 3 0 0 Compound 1 2 4 3 Ten Benfuranolev 1 0 Ten 3 0 0 Compound 1 2 4 3 Ten Spinosad 1 0 Ten 1 0 Compound 2-1 8 1 Ten Dinotefuran 1 0 + 3 0 0 Compound 2— 1 8 1 Ten Benfuracarb 1 0 Ten 3 0 0 Compound 2-1 8 1 Ten Spinosad 1 0 Ten 1 0 Compound 2— 1 4 1 1 0 1 5 Compound 2-1 8 0 1 0 2 4 Compound 1 One 2 4 3 1 0 2 9 Compound 2-1 8 1 1 0 2 0 Dinotefuran 3 0 3 0 Benfuracarb 3 0 3 5 Spinosad 1 1 2 Untreated zone 1 0 0

[Test Example 1 4] Rice blast control effect

 Each rice paddy (variety: Koshihikari) naturally infected with a prescribed amount of wettable powder and a commercially available seed fungicide (Trihumin wettable powder) was immersed for 48 hours. After soaking (15 ° C for 3 days) and germination (30 ° C for 24 hours), 100 pots of drug-treated and untreated seeds are placed in a plastic pot. Seeded and grown in a greenhouse in 3 replicates for each section. After 20 days of cultivation, all seedlings were examined visually for the presence of disease, and the diseased seedling rate was calculated. The presence or absence of phytotoxicity was also examined with the naked eye. The results are shown in Table 24.

Disease seedling rate = (number of diseased seedlings, total number of surveyed seedlings) X 1 0 0 Table 24

 Reagents Treatment dose Affected seedling rate

 (ga 〖/ kg seed) (%) Compound 2-1 4 1 + Penthiopyrad 5 + 4 0. 1 Compound 2-1 80 + Penthiopyrad 5 + 4 0. 3 Compound 1-2 43 + Penthiopyrad 5 + 4 0.1 Compound 2-1 4 1 6 1 6. 1 Compound 2-1 80 0 1 4. 9 Compound 1 243 0 1 6. 0 Penthiopyrad 4 0. 2 Untreated section 1 0. 8

[Test Example 1 5] Control effect of sugar beet on flea beetle

 A predetermined amount of wettable powder was treated with a seed dressing machine (chemical injection in a rotating drum).

 After 45 days of treatment, the degree of damage caused by flea beetles was indexed and the control rate was calculated.

 The presence or absence of chemical damage was also examined with the naked eye.

 The results are shown in Table 25.

 The degree and index of damage are as follows

 Index 0: No damage, Index 1: Less damage

 Index 2: Medium level of damage, Index 3: High level of damage

 Nanana Na Na Control Rate = 100-((1 X index 1 number of damages + 2 X index 2 numbers of damages + 3 X Shizushi and index number 3 damages) / 3 X all surveys (Number X 1 00)

 Table 25

 Reagents Treatment dose Control rate Chemical damage

 (g a i / 1 00, 00 0 seeds) Compound 2_141 + Pentiovirad 50 + 50

 Compound 2 _ 1 80 + pentiovirad 50

 Compound 2-14 1 5 0

 Compound 2— 1 80 5 0

 Pentyopirado 50

Untreated zone

[Test Example 1 6] Control effect against azuki beetle

A flowable agent of a predetermined dose was smeared in 5 kg, 10 ml, and 20 ml of 1 kg of red beans. After air-drying, a portion was transferred to a 9 cm waist-high petri dish and left in a constant temperature room at 25 ° C. After 2 and 3 months of treatment, male and female adults 10 animals were released per ale (5 continuous). Two days after release, the number of dead insects and the number of eggs laid on azuki bean were examined, and the death rate was calculated.

 The results are shown in Table 26.

 Death rate = (Number of dead insects in the treatment area / 50) X 1 00

Table 26

 Treatment dose Treatment 2 months later Treatment 3 months later a i / k g seed) Mortality rate Number of laying eggs Mortality rate Number of laying eggs

 (%) Head (%) Ζ Early head Compound 2— 1 4 1 + pliers; ^ 1 bill 5 + 5 1 0 0 0 1 0 0 0 Compound 2 — 1 8 0 + pliers; ί one bill 5 + 5 1 0 0 0 1 0 0 0 Compound 1 1 4 3 + Pliers; ^ Village 5 + 5 1 0 0 0 1 0 0 0 Compound 1 1 8 5 Ten Pliers; ί Bill '5 Ten 5 1 0 0 0 1 0 0 0 Compound 2 — 1 9 9 + pliers; ^ One blade '5 + 5 1 0 0 0 1 0 0 0 Compound 2 — 1 8 1 + Pliers; ^ Bill' 5 + 5 1 0 0 0 1 0 0 0 Compound 2— 1 8 5 + Pliers; ί One Bill 5 + 5 1 0 0 0 1 0 0 0 Compound 2— 1 4 1 5 1 0 0 0 1 0 0 0 Compound 2— 1 8 0 5 1 0 0 0 1 0 0 0 Compound 1 1 4 3 5 1 0 0 0 9 6 0 Compound 1 1 1 8 5 5 1 0 0 0 9 8 0 Compound 2— 1 9 9 5 1 0 0 0 9 8 0 Compound 2 — 1 8 1 5 1 0 0 0 9 4 1 Compound 2— 1 8 5 5 1 0 0 0 9 4 1 Penthiovilla Κ 5 0 1 1. 0 0 1 0. 5 Untreated zone 0 1 1. 5 0 1 1 . 0

[Test Example 1 7] Corn power braga control test

A predetermined amount of wettable powder was powdered onto 5 g of corn seeds. Three seeds treated with the drug were sown in 1/1000 a pot, and nine days after sowing, 10 third-instar larvae were released and shaded (2 regimes). After 5 days, the mortality was calculated by examining the life and death. The results are shown in Table 27.

Table (

 Reagents, treatment doses, death rate, seeds)

ft

2 7 Table (2)

Reagents Treatment doses Death rate Percentage

 (mgai / Species (%) Compound 2— 2 8 3 1 0 6 5 None Compound 1 2 7 〇 1 0 5 0 None Compound 1 2 5 6 1 0 4 5 None Compound 1 2 4 6 1 0 5 5 None Compound 3—5 3 1 0 6 5 None Compound 3—4 1 0 6 0 None Compound 4-4 6 1 0 5 0 None Ethofenprox 1 4 5 None Clothianidin 1 5 5 None Imidacloprid 1 7 0 None Thiamethoxam 1 7 5 None Isoxathion 1 2 0 None Spinosad 1 8 0 None Fipronil 1 8 5 None No treatment 5 None

Claims

The scope of the claims  [1] General formula (1)

During ί ceremony Α ₁ Α ₂ , Α ₃ , Α ₄ each independently represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom, R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom,  X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4,  Is a phenyl group,  Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Heterocyclic group (the heterocyclic group here is a pyridyl group, a pyridine-N-oxide group, Pyrimidinyl, pyridazyl, birazyl, furyl, chenyl, oxazolyl, isoxazolyl, oxaziazolyl, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrrolyl, pyrazolyl, or tetrazolyl Indicates. Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above), (3 is general formula (2)

(In the formula, Y is an optionally substituted C1-C4 alkoxy group, C1-C4 group alkoxy group, C1-C3 haloalkylthio group, C1-C3 haloalkylsulfinyl group or C1-C3 It indicates haloalkylsulfonyl two Le group, Upsilon ₅ Ha androgenic atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C 4 alkoxy groups, C 1-C 4 haloalkoxy group, C 1- C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C 1 _C 3 haloalkylsulfonyl group or cyano group, Y ₃ is C2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkyl group A sulfinyl group or a C 1 -C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, or a C 1 -C 4 alkyl group. ) Or —General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y ₆ or ₉ must be C 1 -C 4 alkoxy group, C 1 -C 4 halo. Represents an alkoxy group, a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 / n-alkyl sulfonyl group. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more compounds selected from known insecticides, known acaricides, or known fungicides are contained. The pest control composition characterized by the above-mentioned.  In the general formula (1), the compound represented by the general formula (1) Α ₁ Α ₂ , Α ₃ , Α ₄ are each independently a carbon atom, nitrogen atom or oxidized Nitrogen atom, R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy Si group, C 1 _C 3 alkylthio group, C 1 _C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 Haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1- A substituted heterocyclic group having one or more substituents which may be the same or different and selected from a C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group. Is the same as)), (3 is general formula (2)

(In the formula, Y is an optionally substituted C1-C4 alkoxy group, C1-C4 group alkoxy group, C1-C3 haloalkylthio group, C1-C3 haloalkylsulfinyl group or C1-C3 It indicates haloalkylsulfonyl two Le group, Upsilon ₅ Ha androgenic atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C 4 alkoxy groups, C 1-C 4 haloalkoxy group, C 1- C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, or Υ ₃ represents C2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 Perfluoroalkylsulfonyl group, 、 ₂ and Υ ₄ are Each independently represents a hydrogen atom, a halogen atom, or a C 1 -C 4 alkyl group.) General formula (3) γ ₃ ζ, r, γ ₃ (Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y ₆ or ₉ must be C 1 -C 4 alkoxy group, C 1 -C 4 halo. An alkoxy group, a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 / \ alkyl sulfonyl group)) 、 ₂ and Υ ₄ are hydrogen atoms, Υ ₃ is a heptafluoroisopropyl group, Υ ₅ is a bromine atom, X is a hydrogen atom, G ₂ is an oxygen atom, R ₂ is a hydrogen atom, and is absent 2. The pest control composition according to claim 1, wherein a compound showing a substituted phenyl group is excluded. The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony When _{one of} R ₁ R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1—C 4 alkylcarbonyl group, or both are C 1—C4 An alkyl group or a C 1 _C 4 alkylcarbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1_C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, One or more of the same or different substituents selected from C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, acetylamino, and phenyl A substituted heterocyclic group having (the heterocyclic group is the same as described above),  (3 is general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1— C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are independent of each other. A hydrogen atom, a halogen atom, or a C1-C4 alkyl Or represented by shown.) Moshiku is General formula (3)

(Wherein Υ ₆ and Υ ₉ are each independently a halogen atom, C 1 -C 4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group, or cyan group, Y ₈ is C 1—C 4 haloalkoxy group, C2 — C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1 —C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfoyl group丫 7 represents a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 _C 3 haloalkylsulfonyl group. ) } The pest control composition according to claim 1, which is a compound represented by: In the general formula (1 a), the compound represented by the general formula (1) Q is the general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl sulfinyl group, a C 1-C 3 haloalkylsulfinyl group, C 1-C 3 alkylsulfonyl group, C 1 -C 3 haloalkylsulfonyl group or Shiano group,, Upsilon ₃ is C2- C6 Pas one Furuoroarukiru group, C 1- C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are independent of each other. A hydrogen atom, a halogen atom, or a C 1 _C4 alkyl group Is a compound represented by The pest control composition according to claim 3. In the general formula (1 a), the compound represented by the general formula (1)  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, A pyridyl group, or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A compound represented by a substituted pyridyl group having a substituent which may be the same or different from each other. 4. The pest control composition according to 4. The compound represented by the general formula (1) is represented by the general formula (1 a) (1a)

 During ί ceremony R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,  Is Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Heterocyclic group (wherein the heterocyclic group is a pyridyl group, a pyridine-N-oxide group, a pyrimidinyl group, a pyridazyl group, a birazyl group, a furyl group, a enyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group) , Iso A thiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group; Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above), (3 is general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1— C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkyl group An alkyl sulfonyl Le group, Upsilon _2, Upsilon ₄ each independently represent a hydrogen atom, C androgenic atom or C 1-C 4 alkyl group. ) Or General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y _At least one of ₆ and Υ ₉ must be a C 1—C 3 haloalkylthio group, C 1 —C 3 haloalkylsulfinyl group or C 1 _C 3 haloalkylsulfonyl group.) The pest control composition according to claim 1, which is a compound represented by the following formula: In the general formula (1 a), the compound represented by the general formula (1)  But Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1_C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, One or more of the same or different substituents selected from C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, acetylamino, and phenyl A substituted phenyl group having A pyridyl group, or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group And a substituted pyridyl group having a substituent which may be the same or different, Q is the general formula (2)

(Wherein, Y represents a C 1-C 3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl Group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C 1— C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, Y ₃ is C2—C6 perfluoroalkyl group, C 1—C 6 perfluoro group A cycloalkylthio group, a C 1—C 6 perfluoroalkylsulfinyl group, or a C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently a hydrogen atom, Rogen atom or C 1 _C4 alkyl group. 7. The pest control composition according to claim 6, which is a compound represented by: The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 A substituted phenyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group; Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above), (3 is general formula (2)

(In the formula, Y represents a C 1 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group or a C 1 -C 3 haloalkylsulfonyl group, and Υ ₅ represents a fluorine atom, a chlorine atom, an iodine atom, C1-C4 alkyl group, C1-C4 haloal Kill group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkyl group sulfinyl groups, C 1-C3 alkyl Rusuruhoniru group, a C 1 _C 3 haloalkylsulfonyl group or Shiano group,, Y ₃ is C 2-C 6 Pas one Furuoroarukiru groups, C 1-C6 Pas one Furuoroa alkylthio groups, C 1—C 6 perfluoroalkylsulfinyl group or C 1—C 6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently a hydrogen atom, a halogen atom, Or a C 1 _C 4 alkyl group. ) Or the general formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, A perfluoroalkylsulfinyl group, or a C1-C6 perfluorinated alkylsulfonyl group, and 丫 7 represents a hydrogen atom, a halogen atom, or a C1_C4 alkyl group, where Y _6, Upsilon ₉ at least one is always C 1-C 3 haloalkylthio group, C 1 C 3 haloalkylsulfinyl Motoma others is a compound represented by.)} Showing a C 1 _C 3 haloalkylsulfonyl two group, pest control composition of claim 1. In the general formula (1 a), the compound represented by the general formula (1)  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2- C4 alkenyl group, C2_C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group, C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1- C3 alkoxy group, C 1—C3 haloalkoxy group, C 1—C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1— C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C One or more substituents which may be the same or different, selected from 1-C 4 alkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1-C 4 alkoxy carbonyl group, acetylamino group, and phenyl group. A substituted phenyl group having,  A pyridyl group, or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group And a substituted pyridyl group having a substituent which may be the same or different, Q ₂ is the general formula (2)

(In the formula, Y represents a C 1 _C 3 haloalkylthio group, a C 1-C 3 haloalkylsulfinyl group or a C 1-C 3 haloalkylsulfonyl group, Y ₅ represents a fluorine atom, a chlorine atom, an iodine atom, C 1—C4 alkyl group, C 1—C4 haloalkyl group, C 1—C4 alkoxy group, C 1—C 4 haloalkoxy group, C 1—C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1— C3 Arukirusu Rufiniru group, C 1-C 3 haloalkylsulfinyl group, C 1-C3 alkyl Rusuruhoniru group, a C 1 _C 3 haloalkylsulfonyl group or Shiano group,, Y ₃ is C 2-C 6 Pas one Furuoroarukiru group, C 1 -C 6 perfluoroalkylthio group, C 1 -C 6 perfluoroalkylsulfinyl group, or C 1 -C 6 perfluoroalkylsulfoyl group, and Υ ₂ and Υ ₄ are respectively Independently, hydrogen atom, halogen atom, or C 1 _C is a compound represented by.) Showing a 4 alkyl group, pest control composition of claim 8. The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony R ₁ R ₂ each independently represents a hydrogen atom, a C 1 -C 4 alkyl group or a C 1 -C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy Si group, C1_C3 alkylthio group, C1_C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1- C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C A substituted phenyl group having one or more substituents which may be the same or different, selected from a 1-C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group; Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C 1—C 4 alkyl group, C 1—C 4 haloalkyl group, C 2—C 4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 halo Alkynyl, C 3— C 6 cycloalkyl, C 3— C 6 halocycloalkyl, C 1—C 3 alkoxy, C 1—C 3 haloalkoxy, C 1—C 3 alkylthio, C 1— C3-haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C3-haloalkylsulfonyl group, amino group, C1-C 4-alkylamino group, di-C1-C4-alkylamino group, cyano group, nitro group, hydroxy group, C1-C4-alkylcarbonyl group, C1-C4-alkylcarbonyloxy group, C1-C 4 selected from alkoxycarbonyl group, acetylamino group, phenyl group 1 A substituted heterocyclic group having a substituent which may be the same as or different from each other (the heterocyclic group is the same as described above); (3 ₂ is the general formula (2)

(Wherein, Y represents a C2- C3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group , C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1—C 6 A perfluoroalkylthio group, a C1-C6 perfluoroalkylsulfinyl group, or a C1-C6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently Hydrogen atom, halogen atom, or C1-C4 alkyl Or represented by shown.) Moshiku is General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 2—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl sulfonyl group or indicates Shiano group, Upsilon ₈ is C 1-C 4 haloalkoxy group, C2- C 6 Pas one Furuoroarukiru group, C 1-C 6 Pas one full O b alkylthio group, C 1 -C 6, Perfluoroalkylsulfinyl group, or C 1—C 6 perfluorinated alkylsulfonyl group, and 丫 7 is a hydrogen atom, a halogen atom, or C 1 _C represents an alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 2 -C 3 haloalkylthio group, a C 1 -C 3 haloalkylsulfinyl group, or a C 1 _C 3 haloalkylsulfonyl group. The pest control composition according to claim 1, which is a compound represented by:  In the general formula (1 a), the compound represented by the general formula (1)  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, A pyridyl group, or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 Represented by a substituted pyridyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group; Q is the general formula (2)

(Wherein, Y represents a C2- C3 haloalkylthio group, C 1-C 3 haloalkylsulfenyl Finiru group or C 1-C 3 haloalkylsulfonyl two Le group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkyloxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group , C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, or cyan group, and Υ ₃ is a C2—C6 perfluoroalkyl group, C 1—C 6 A perfluoroalkylthio group, a C1-C6 perfluoroalkylsulfinyl group, or a C1-C6 perfluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ are each independently Hydrogen atom, halogen atom, or C 1 _C4 alkyl group Shown. Ru compound der represented by), pest control composition of claim 1 0.  In the general formula (1), the compound represented by the general formula (1) A ₁ A ₂ , A ₃ and A ₄ each independently represent a carbon atom, a nitrogen atom or an oxidized nitrogen atom, When either one of R ₁ R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1—C 4 alkylcarbonyl group, or both are a C 1—C4 alkyl group or C 1 _C 4 An alkylcarbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X is a hydrogen atom, a halogen atom or a trifluoromethyl group, n is an integer of 0 to 4, Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, A substituted heterocyclic group having one or more substituents which may be the same or different and selected from an acetylamino group and a phenyl group (the heterocyclic group is the same as described above);  (3 is general formula (2)

(Wherein, Y represents a optionally substituted C 1-C 4 alkoxy groups or C 1 -C 4 haloalkoxy groups, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C 1-C4 haloalkyl group C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C 1-C 3 alkylsulfonyl group, C 1-C 3 haloalkylsulfonyl group, or cyano group, Y ₃ represents C 2 -C 6 perfluoroalkyl group, C 1 -C 6 perfluoroalkylthio group, C 1 _C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl group, Y ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, Or a C1-C4 alkyl group, which is represented by: General formula (3)

(Wherein, Upsilon _6, Upsilon ₉ are each independently a halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1-C4 alkoxy group, C 1-C4 halo alkoxy group, C 1 —C 3 alkylthio group, C 1—C 3 haloalkylthio group, C 1—C 3 alkyl sulfinyl group, C 1—C 3 haloalkyl sulfinyl group, C 1—C 3 alkyl sulfonyl group, C 1—C 3 haloalkyl A sulfonyl group or a cyano group, Υ ₈ is a C 1—C 4 haloalkoxy group, C 2—C 6-perfluoroalkyl group, C1-C6-perfluoroalkylthio group, C1-C6-perfluoroalkylsulfinyl group, or C1-C6-perfluoroalkylsulfoyl group丫 7 represents a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. Here, at least one of Y ₆ and Υ ₉ always represents a C 1 -C 4 alkoxy group or a C 1 -C 4 haloalkoxy group. The pest control composition according to claim 1, which is a compound represented by: The compound represented by the general formula (1) is represented by the general formula (1 a)

 During ί ceremony When either R ^ or R ₂ is a hydrogen atom, the other is a C 1 _C4 alkyl group or a C 1 —C 4 alkylcarbonyl group, or both are a C 1 —C4 alkyl group or C 1 _C 4 alkyl carbonyl group, G ₁ G ₂ are each independently an oxygen atom or a sulfur atom, X ₁ X ₂ , X ₃ and X ₄ are each independently a hydrogen atom, a halogen atom or a trifluoromethyl group,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group Group, C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C 3-haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C3-haloalkylsulfonyl group, amino group, C1-C4 Alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1 A substituted phenyl group having one or more substituents which may be the same or different, selected from a _C4 alkylcarbonyloxy group, a C1-C4 alkoxycarbonyl group, an acetylamino group, and a phenyl group; Heterocyclic group (wherein the heterocyclic group is pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, virazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group) Represents an isothiazolyl group, an imidazolyl group, a triazolyl group, a pyrrolyl group, a pyrazolyl group, or a tetrazolyl group). Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group A substituted heterocyclic group having a substituent which may be the same or different (the heterocyclic group is the same as described above), (3 is general formula (2)

(Wherein, Y represents a optionally substituted C 1-C4 haloalkoxy group, Upsilon ₅ is halogen atom, C 1-C4 alkyl group, C 1-C 4 haloalkyl group, C 1 -C4 alkoxy group, C1-C4 haloalkoxy group, C1-C3 alkylthio group Group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, or cyano group Y ₃ represents C 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C6 Represents a fluoroalkylsulfonyl group, and Υ ₂ and Υ ₄ each independently represent a hydrogen atom, a halogen atom, or a C 1 _C 4 alkyl group. The pest control composition according to claim 12, which is a compound represented by: In the general formula (1 a), the compound represented by the general formula (1)  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, amino group, C1-C4 alkylamino group, di C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino 1 or more selected from the group, phenyl group Substituted phenyl groups having the same or different substituents, Pyridyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1— C 3 alkylsulfinyl group, C 1 —C 3 haloalkylsulfinyl group, C 1 —C 3 alkylsulfonyl group, C 1 —C 3 haloalkylsulfonyl group, amino group, C 1 —C 4 alkylamino group, di C 1 — C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, acetylamino group, phenyl The pest control composition according to claim 13, which is a compound represented by a substituted pyridyl group having one or more substituents which may be the same or different selected from a group. Known insecticides, known acaricides or known fungicides are azinphos methyl, acephate, isoxathione, isofenphos, ethion, etrimphos, oxydimethone.methyl, oxydeprophos, quinalphos, chlorpyrifos, chlorpyrifosmethyl, chlorfenvinphos, cyanophos , Dioxaben zophos, Dichlorpos, Disulfoton, Dimethylvinphos, Dimethoate, Sulprofos, Diazinon, Thiometone, Tetrachlorbinphos, Temephos, Tebupyrimfos, Terbufos, Nared, Bamidothion, Pyraclophos, Pyridofenethione, Pyrifenthione , Fentoate, Fencerfothion, Flupirazophos, Prothiofos, Propafos, Prof Nofos, Hoxime, Hosalon, Phosmet, Holmothion, Folate, Malathion, Mecarbam, Mesulfenfos, Metamidhos, Methidathione, Parathion, Methylparathion, Monocrotofos, Triclozorephone, O-ethyl O— 4— nitropheny I pheny I phosphonothiophos, Dofos, Kazusafos, Diamidafos, Diclofenthion, Thionazine, Phenamifos, Phosphiazete, Phoschetan, Phosphocarp, Ο— 4— dimethylsulf amo y I pheny IO, O— Calp, Power Lubaril, Calbosulfan, Xylylal Calp, Tijikalpu, Pirimi Kabu, Huenobu Calp, Hurachi Ocalp, proboxil, bendiocarp, benfuracarb, mesomil, mezolecasoleb, 3, 5—X y I y I methylcarbamate, force lupofuran, aldoxycarp, oxamyl, acrinatrine, allethrin, esfenvalerate, pentopenthrin, cyclopentrin, cycloprotorin Phosphorus, Gamma Cyhalothrin, Lambda Siharthrin, Cyfluthrin, Beta ■ Cyfluthrin, Cypermethrin, Alphacypermethrin, Zeta ■ Cipermethrin, Silafrophene, Tetramethrin, Tefluthrin, Deltamethrin, Tralomethrin, Bifenthrin, Feno Thrin, fenvalerate, fenpropatoline, flametrin, praretrin, flucitrinate, fulvalinate, fluprocis phosphate, Lumetrin, Resmetrine, Metofluthrin, Dimefluthrin, Profluthrin, Jetfenprox, Cartap, Thiocyclam, Benzlutap, Acetamiprid, Imidac oral pride, Clothiazidine, Dinotefuran, Thiacloprid, Thiamethoxam, Nitenfluram Azuron, Difluvenslon, Tefruvenslon, Triflumuron, Novallon, Nobiflumuron, Bistrifluron, Fluazuron, Fullcycloxuron, Fluefenoxuron, Hexaflumuron, Zolefenuron, Chromafenozide, Tebufuenodide, Azurofodid , Diofenolan, cyromazine, pyriproxyfen, buprofen, metoprene, hyde mouthplane, quinoprene, Ryamethate, endosulfan, chlorfenson, chlorbensonate, dicofol, bromopropyrate, acetoprole, fipronil, ethiprole, pyrethrin, rotenone, nicotine sulfate, abamectin, Bacillus thuringiensis, spinosad, axenox Amidfulmet, amitraz, etoxazol, quinomethionate, clofentezine, fenbutas oxide, dienochlor, sihexatin, spirodiclofen, spiromesifen, tetradiphone, tebufenvirado, binapacril, bifenazefen, pyridabento , Fuenociocalp, Fenpyroxicimate, Fluacribilime, Fluazinam, Fulfendin, Hexitia Zox, propargite, benzomate, polynactin complex, milbemectin, lufenuron, mecarbam, metiocalp, mevinphos, formethaneto, halfenprox, azadeiractin, difenthiuron, indoxacalp, emamectin benzoate, oleic acid Potassium, sodium oleate, chlorfenavir, tolfenvirad, pimetrozine, phenoxycarp, hydramethylnon, hydroxypropyl starch, pyridalyl, flufenerim, flubenamide, floni forcemide, metaflumizone, rehimemectin, T ripropylisocyanurate, ta Les / Misole, Morantel tartrate, Dazomet, Metam'sodium, General formula (AA)

[In the formula, R ₅₁ represents a methyl group or a chloro group, R ₅₂ represents a methyl group, a chloro group, a bromo group or a cyano group, and R ₅₃ represents a chloro group, a bromo group, a trifluoromethyl group or a cyanomethoxy group. And R ₅₄ represents a methyl group or an isopropyl group. ] A compound represented by Compound (BB),

Triazimephone, Hexaconazole, Propiconazol, Ibuconazol Prochloraz, triflumizole, tebuconazole, epoxyconazole, diphenoconazole, flusilazol, triazimenol, cyproconazole, metconazol, fluquinconazol, vitertanol, tetraconazole, triconicol , Frutriafol, Penconazol, Diniconazozol, Fenbuconazol, Bromconazol, Imibenconazol, Shimeconazol, Microbutanyl, Himexazol, Imazaril, Frametovir, Tifluzazol, Etrizozol , Okispocona zool fumarate, Pefrazoate, Prothioconazole, Pyrifenox, Phenarimol, Nuarimol, Bupirimate, Mepanipyrim, Cyprodinil, Pyrimethanyl, Meta Xylyl, oxazixil, benalaxyl, thiophanate, thiophanetomethyl, benomyl, carbendazim, fuberidazol, thiabendazol, manzeb, proneb, ginebu, methylam, manneb, ziram, thiuram, chlorothalonil, etapoxamcin , Flutolanil, silthiophane, mepronil, dimethomorph, fenprovidin, fenpropimorph, spiroxamine, tridemorph, dodemorph, flumorph, azoxystrobin, cresoxime methyl, metomisto oral bottle, orisatrobin, floxastrobin, Trifloxystrobin, dimoxystrobin, pyraclostrobin, picoxystrobin, diplodione, prosimidone, bi Nclozoline, Clozolinate, Fursulfamide, Dazomet, Methylisothiocyanate, Chlorpicrine, Metasulfocarp, Hydroxyisoxazol, Hydroxyisoxazole Calium, 1,3-D ich I oropropene, carbam, basic copper chloride, basic copper sulfate, nonylphenol sulfonate copper, oxine copper, dodecylbenzenesulfonate bisethylenediamine copper complex (II), anhydrous copper sulfate, copper sulfate pentahydrate, Cupric hydroxide, Inorganic sulfur, Hydrated sulfur, Yellow lime, Lime sulfur, Zinc sulfate, Fentine, Sodium hydrogen carbonate, Potassium hydrogen carbonate, Sodium hypochlorite, Metallic silver, Edifice phos, Torquelophosmethyl, Fosetyl, Iprobenfos, Dinocap, Pyrazofos, Calp Lopamide, fusalide, tricyclazol, pyrokilone, diclocimet, phenoxanil, kasugamycin, validamycin, polyoxin complex, blasticidin s, oxytetracycline, mildiomycin, streptomycin, rapeseed oil, machine oil, bencher Varicarp isopropyl, iprofaricalp, propamocalp, diethofencalp, fluorimide, fludioxanyl fenpicuronyl, quinoxyphene, oxolinic acid, chlorothalonil, kiphorpet, probenazol, assibenzoral Smethyl, thiazinyl, cyflufenamid Diflumetrim, Metrafenone, Picobenzamide, Proquinazide, Famoki Sudone, Shiazoamid, Fuenami Don, Zoxamide, Poscalide, Shimosanil, Dithianon, Fluazinam, Diclofluanid, Triphorine, Isoprothiolane, Fuelimusone, Diclomedin, Techlophthalam, Penclone, Quinomethionate, Iminocazine Acetate, Iminocazine Albesylate , Ambam, polycarbamate, thiadiazine, chloronebu, organic nickel, guazatine, dodine, quintozene, trilfluanid, vanilladine, nitrotalisopropyl, fenitropan, dimethymol, bench azol, harpin protein, flumetobain, mandipropamide, Pentiovirad Formula (CC)

[Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 1 to 6 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group. Or represents a heterocycle. ] A compound represented by General formula (DD)

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl having 2 to 6 carbon atoms substituted with halogen. R 2 2 and R 2 7 each represent a hydrogen atom, R 2 3 and R 2 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R 2 5 and R 2 6 represents a hydrogen atom, and R 2 8 represents an aryl group or a heterocyclic ring. The pest control composition according to any one of claims 1 to 14, which is a compound represented by the following formula: Known insecticides, known acaricides or known fungicides are fenitrothion, fenthion, isoxathione, acephete, buprofezin, pyriproxyfen, silafluophene, dinotefuran, imidacloprid, etofenprox, halfenprox, thiamethoxam, clothiazine, Aceta miprid, nitenbiram, thiacloprid, benfuracarb, mesomil, fenobucarb, spinosad, pimetrozin, chromafenozide, lepimectin, fipronil, General formula (A A)

Wherein, R _{5 1} represents a methyl group or a chlorine atom, R _{5 2} is methyl group, chloro group, represents a bromo group or Shiano group, R _{5 3} is a chlorine group, bromo group, Torifuruo It represents Romechiru group or Shianome butoxy group, R _{5 4} represents a methyl group or an isopropyl group. ] A compound represented by Compound (B B)

Fenpyroximate, pyridaben, hexithiazox, fenbutasoxide, tebufenvirad, pyrimidifen, etoxazol, polynactin complex, milbemectin, acequinosyl, bifenase, spirodiclofen, dienochlor, spiromefene, cloromephene Tolfenvirad, flucacrylim, propargite, difenthiuron, fluefenoxuron, penthiovirad, fursulfamide, iminoctadine arbesylate, cibenzolral S methyl, ferrimzone, pyroxylone, olisastrobin, azoxystrobin, carpropa Midi, Diclocimet, Probenazol, Thiazinyl, Isoprothiolane, Tricyclazol, Fusara , Kasugamycin, phenoxanyl, mepronil, diclomedin, pencyclon, validamycin, edifenphos, framtopyrup, tifluzamide, flutolanil, metminostrobin, iprobenphos, oxolinic acid, technophthalam, cimeconazol, hydroxyisoxazol , Picoxystrobin, flusilazol, carpoxin, tebuconazol, triadimenol, diphenoconazole, thiabendazol, fludioxanil, metalaxyl, streptomycin, General formula (C C) 0 R13 R14 [Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 1 to 6 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group. Or represents a heterocycle. ] A compound represented by  General formula (D D)

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl having 2 to 6 carbon atoms substituted with halogen. R 2 2 and R 2 7 each represent a hydrogen atom, R 2 3 and R 2 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R 2 5 and R 2 6 represents a hydrogen atom, and R 2 8 represents an aryl group or a heterocyclic ring. ] A compound represented by  The pest control composition according to claim 15, wherein  [17] The composition according to [15], wherein each of the compounds contains 0.01 to 95% by weight of one or more compounds selected from known insecticides, known acaricides, and known fungicides. The pest control composition as described.  [18] A method for controlling pests, which comprises applying the pest control composition according to claim 17 to a pest or a pest habitat.  [19] A method for preventing damage by pests, which comprises applying the pest control composition according to claim 17 to plant seeds.  [20] A method for preventing damage by pests, which comprises contacting the plant pests with the pest control composition according to claim 17. [21] The prevention method according to claim 20, wherein the method for contacting the plant seed is spraying treatment, smearing treatment, dipping treatment or powder coating treatment on the seed. [22] plant seeds are corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomatoes, cucumbers, eggplant, spinach, green peas, capochia, sugar cane, tobacco, peppers and oilseed rape seeds, The prevention method according to claim 19, which is taro, potato, sweet potato, konjac seed, edible lily or tulip bulb.  23. The preventive method according to claim 22, wherein the plant seed is a transformed seed.  [24] A plant seed to which the pest control composition according to claim 17 is applied.  [25] A method for preserving plant seeds, comprising applying the pest control composition according to claim 17 to plant seeds.  [26] The storage method according to claim 25, wherein the method for applying to plant seeds is spraying, smearing, coating, dipping, dressing or fumigation.  [27] A method for preserving a crop, comprising applying the pest control composition according to claim 17 to a crop of an agricultural plant.  [28] The method according to claim 27, wherein the method of applying the agricultural plant to the harvest is spraying, smearing, coating, dipping, dressing, fumigation, smoke or pressure injection. How to save.