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WO1998017631A3 - Substituted oxime-ethers and their use as pesticides - Google Patents

Substituted oxime-ethers and their use as pesticides Download PDF

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Publication number
WO1998017631A3
WO1998017631A3 PCT/EP1997/005857 EP9705857W WO9817631A3 WO 1998017631 A3 WO1998017631 A3 WO 1998017631A3 EP 9705857 W EP9705857 W EP 9705857W WO 9817631 A3 WO9817631 A3 WO 9817631A3
Authority
WO
WIPO (PCT)
Prior art keywords
c5alkyl
substituted
hydrogen
pesticides
ethers
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1997/005857
Other languages
French (fr)
Other versions
WO1998017631A2 (en
Inventor
Urs Mueller
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Novartis AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Novartis AG filed Critical Novartis AG
Priority to AU68116/98A priority Critical patent/AU6811698A/en
Publication of WO1998017631A2 publication Critical patent/WO1998017631A2/en
Publication of WO1998017631A3 publication Critical patent/WO1998017631A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C07D213/643—2-Phenoxypyridines; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to novel pesticidally active compounds of formula (1) and to their possible isomers and mixtures of isomers, wherein: R1 is hydrogen, C1-C5alkyl, C3-C6alkenyl, C3-C6alkynyl, or Ar-C1-C5alkyl unsubstituted or substituted in the aryl moiety by halogen, C1-C5alkyl, C1-C5haloalkyl, C1-C5haloalkoxy or by cyano; R2 is C1-C5alkyl, C1-C3alkoxy-C1-C5alkyl, C3-C6alkenyl, C3-C6alkynyl, or Ar-C1-C5alkyl unsubstituted or substituted in the aryl moiety by halogen, C1-C5alkyl, C1-C5haloalkyl or by cyano; R3/R4 are each independently hydrogen, C1-C5alkyl or C1-C3alkoxy-C1-C5alkyl; A is a ketimino or aldimino group; and X is oxygen, NH or NR9 wherein R9 is hydrogen or C1-C5alkyl. The novel active ingredients have plant-protecting properties and are suitable for the protection of plants against infestation by phytopathogenic microorganisms.
PCT/EP1997/005857 1996-10-23 1997-10-23 Substituted oxime-ethers and their use as pesticides Ceased WO1998017631A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU68116/98A AU6811698A (en) 1996-10-23 1997-10-23 Pesticides

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH2599/96 1996-10-23
CH259996 1996-10-23

Publications (2)

Publication Number Publication Date
WO1998017631A2 WO1998017631A2 (en) 1998-04-30
WO1998017631A3 true WO1998017631A3 (en) 1998-06-18

Family

ID=4237390

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/005857 Ceased WO1998017631A2 (en) 1996-10-23 1997-10-23 Substituted oxime-ethers and their use as pesticides

Country Status (2)

Country Link
AU (1) AU6811698A (en)
WO (1) WO1998017631A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AUPQ105499A0 (en) * 1999-06-18 1999-07-08 Biota Scientific Management Pty Ltd Antiviral agents
AUPR213700A0 (en) 2000-12-18 2001-01-25 Biota Scientific Management Pty Ltd Antiviral agents
WO2014119684A1 (en) * 2013-01-30 2014-08-07 三井化学アグロ株式会社 Heterocyclic compound or salt thereof, which is used as pest control agent
GB202014840D0 (en) * 2020-09-21 2020-11-04 Syngenta Crop Protection Ag Microbiocidal compounds

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0525516A2 (en) * 1991-07-27 1993-02-03 BASF Aktiengesellschaft Derivatives of beta substituted cinnomic acid
WO1994026700A1 (en) * 1993-05-18 1994-11-24 Ciba-Geigy Ag O-benzyl oxime ether derivatives and their use as pesticides
WO1995021153A1 (en) * 1994-02-04 1995-08-10 Basf Aktiengesellschaft Phenyl acetic acid derivatives, process and intermediate products for their production and agents containing them

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0525516A2 (en) * 1991-07-27 1993-02-03 BASF Aktiengesellschaft Derivatives of beta substituted cinnomic acid
WO1994026700A1 (en) * 1993-05-18 1994-11-24 Ciba-Geigy Ag O-benzyl oxime ether derivatives and their use as pesticides
WO1995021153A1 (en) * 1994-02-04 1995-08-10 Basf Aktiengesellschaft Phenyl acetic acid derivatives, process and intermediate products for their production and agents containing them

Non-Patent Citations (14)

* Cited by examiner, † Cited by third party
Title
ALESSANDRO DONDONI ET AL.: "A New Convenient Preparation of 2-, 4-, and 5-Thiazolecarboxaldehydes and Their Conversion into the Corresponding Carbonitrile N-Oxides: Synthesis of 3-Thiazolylisoxazoles and 3-Thiaxolylisoxazolines", SYNTHESIS, no. 11, November 1987 (1987-11-01), STUTTGART DE, pages 998 - 1001, XP002060597 *
ANDRÀS BENKÖ ET AL.: "Beckmannsche Umlagerungen in der Thiazol-Reihe", MONATSHEFTE FUR CHEMIE., vol. 106, no. 4, 1975, WIEN AT, pages 1027 - 1032, XP002060595 *
ANDRÀS BENKÖ ET AL.: "Neue Rimifon-Analoga mit Thiazo-Ring", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 717, 1968, WEINHEIM DE, pages 148 - 153, XP002060598 *
ARCH. PHARM., vol. 312, no. 13, 1979, WEINHEIM DE, pages 198 - 205 *
CHEM. ZVESTI, vol. 33, no. 3, 1979, pages 387 - 96 *
CHEMICAL ABSTRACTS, vol. 107, no. 3, 20 July 1987, Columbus, Ohio, US; abstract no. 17454b, I. G. ALEXANDRESCU ET AL.: "aldoxime derivatives of thiazole with biological activity" page 40; column 2; XP002060603 *
CHEMICAL ABSTRACTS, vol. 90, no. 23, 4 June 1979, Columbus, Ohio, US; abstract no. 186852r, I. SIMITI ET AL.: "Contributions to the study of heterocycles, 49: Preparation and configuration determination of the oximes of 4-acetyl-2-benzylthiazoles and 2-benzoyl-4-(methoxycarbonyl)thiazoles" page 655; column 2; XP002060601 *
CHEMICAL ABSTRACTS, vol. 92, no. 11, 17 March 1980, Columbus, Ohio, US; abstract no. 93788a, I. SIMITI ET AL.: "Contributions to the study of some heterocycles. XLV. Configuration of the ketoximes of some sunstituted 4-acetyl-2-phenylthiazoles" page 536; column 2; XP002060602 *
DANIELA ZAHARIA ET AL.: "Hétérocycles 72. L'Obtention Quelques Composés Thiazoliques a L'Activité Antimicrobienne", CLUJUL MEDICAL, vol. 69, no. 2, 1996, pages 304 - 313, XP002060792 *
H. ERLENMEYER ET AL.: "Strukturchemische Untersuchungen (I). Zur Kenntnis der Ni-spezifischen Gruppe", HELVETICA CHIMICA ACTA, vol. 23, 1940, BASEL CH, pages 197 - 206, XP002060596 *
I. SIMITI ET AL.: "Beiträge über Heterocyclen", PHARMAZIE., vol. 29, no. 7, July 1974 (1974-07-01), BERLIN DD, pages 443 - 444, XP002060600 *
I. SIMITI ET AL.: "Heterocyclen, 70 Mitt: Zwischenprodukte der Hantzsch-Reaktion in der Synthese von Bisthiazolen und 5-Acetyl-bisthiazolen", PHARMAZIE., vol. 50, no. 12, December 1995 (1995-12-01), BERLIN DD, pages 794 - 796, XP002060594 *
PAOLO DE MARIA ET AL.: "Kinetics of the Enolisation Reactions of 2-Acetylpyrrole and of 2-, 4- and 5-Acetylthiazoles", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2., no. 3, March 1994 (1994-03-01), LETCHWORTH GB, pages 415 - 419, XP002060599 *
REV. MED.-CHIR., vol. 90, no. 3, 1986, pages 515 - 16 *

Also Published As

Publication number Publication date
WO1998017631A2 (en) 1998-04-30
AU6811698A (en) 1998-05-15

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