MXPA00011924A - Substituted 3-thiocarbamoylpyrazoles - Google Patents

Abstract

The invention relates to novel substituted 3-thiocarbamoylpyrazoles of general formula (I), wherein m, n, R1, R2, R3 and Ar have the meanings cited in the description. The invention further relates to methods for the production and use thereof as pesticides.

Description

3-TIOCARBAMOILPIRAZOLES SUBSTITUTE. Field of the invention. The invention relates to new substituted 3-thiocarbamoylpyrazoles, various processes for their preparation and their use as pesticidal agents. Description of the prior art. It is known that various substituted aminopyrazole and have good activity against pests (cf. for example WO 97/22 593, WO 97/44 340, EP 295 1127, EP 807668, EP 738713, EP 352944, EP 201852 , EP 418 016, EP 659 745, US 5 688 966, US 5 631 381, US 5 629 335). However, the level of activity and / or duration of the activity of the previously known compounds, especially in the case of certain pests and / or occasion of low concentrations of application, are not completely satisfactory in all fields of application. Detailed description of the invention. New substituted 3-thiocarbamoylpyrazoles of the general formula (I) have now been found, wherein R1 means HzN-CS, m means the numbers 0 or 1, n means the numbers 0, 1 or 2, Ref: 125036 R2 is alkyl, alkenyl, alkynyl, cianalquilo, tiocianatoalquilo, nitroalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, halógenoalquiltioalquilo, halógenoalquilsulfinilalquilo, halógenoalquilsulfo- nilalquilo, alkenylthioalkyl, alquenilsulfinilalquilo, alquenilsulfonilalquilo, alquiniltioalquilo, alquinilsulfinilalquilo, alkylsulfonylalkyl, nilalquilo alcoxicarbo-, halógenoalcoxicarbonilalquilo, alkoxycarbonyl alkenyloxycarbonyl, halogenoalkoxycarbonyl, alkylcarbonyl, alkoxyalkyl, haloalkoxyalkyl, alkoxyalkylthioalkyl, alkoxyalkylsulfinylalkyl, alkoxyalkyl sulfonylalkyl, haloalkoxyalkylthioalkyl, haloalkoxyalkylsulfinylalkyl, haloalkoxyalkylsulfonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, trialkylsilylalkyl; substituted cycloalkyl, cycloalkenyl or cycloalkylalkyl, respectively, if appropriate; as well as aryl, heteroaryl, arylalkyl, heteroarylalkyl, aryloxyalkyl, arythioalkyl, arylsulfinylalkyl, arylsulfonylalkyl, arylalkyloxyalkyl, arylalkylthioalkyl, arylalkysulfinylalkyl or arylalkysulfonylalkyl respectively substituted in the aryl or heteroaryl part respectively, R2 further means, for the meaning of = 0, thiocyanate, halogen, nitro, cyano, hydroxy, haloalkyl, haloalkenyl, chlorosulfonyl, alkoxy, halogenoalkoxy, alkenyloxy, halogenoalkenyloxy, alkylcarbonyloxy, formyl, trialquilsililetinilo, aryloxy optionally substituted, or represents one of the groupings below: -NHR4, - NR4R5, -NHNH2, -CONH2, -CSNH2, -CONR4R5, -SOzNR'R5, -CR6 = NOR7, -CH (OH) -CH R8 or (CN) OR9, wherein R4 and R5 independently represent hydrogen, cyano, alkyl or signifying aryl or aralkyl substituted respectively, if appropriate. R6 is hydrogen or alkyl, R7 is hydrogen, alkyl or aralkyl substituted optionally, R8 is alkyl or haloalkyl and R9 is alkyl, R3 is hydrogen, amino, halogen or represents one of the following groups: -NH-CO-R10, -NHR11, -OR12, -SR12 or -NR13-CX-C (R14, R15, R16) where R10 is alkyl, haloalkyl, alkoxyalkyl, or represents phenyl, phenoxy or pyridyl each substituted optionally, R11 is alkyl, alkenyl alkynyl, formyl, alkylcarbonyl, halogenoalkylcarbonyl or alkoxycarbonyl, R12 is alkyl, alkenyl, alkynyl, aralkyl optionally substituted, dialkylaminoalkyl or represents the group -P (= Y) (oR 17) (SR18), where R17 and R18 independently of one yes, alkyl and Y means oxygen or sulfur, R13 means hydrogen, alkyl, alkoxyalkyl, propargyl, allyl, alkoxycarbonyl, alkylcarbonyl, substituted benzyl, if any, or means the grouping -C O-C (R14, R15, R16), R14 means hydrogen, alkyl, haloalkyl, halogen or means substituted phenyl if appropriateand R15 means hydrogen, alkyl, haloalkyl, halogen, haloalkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkoxy (alkoxy) alkyl with r = 0 to 4, hydroxy, alkoxycarbonylalkyl or alkoxy, or R and D R155, mean together carbon atom, to which they are bonded, an annular system with 3 to 7 members with, if necessary, up to two heteroatoms and R16 means hydroxy, alkoxy, haloalkoxy, alkoxy (alkoxy) P with p = 1 to 4 or haloalkoxy ( alkoxy) q with q = 1 to 4, and X means oxygen sulfur, and Ar means phenyl or pyridyl substituted if appropriate. It has also been found that the new substituted 3-thiocarbamoylpyrazoles of the formula (I) are obtained, if a) 3-cyanopyrazole derivatives of the formula (II) are reacted wherein Ar, R2, R3, m and n have the meaning indicated above, with hydrogen sulphide, if appropriate in the presence of an auxiliary agent of the reaction and, if appropriate, in the presence of a diluent; or b) 3-thiocarbamoylpyrazole derivatives of the formula (III) are reacted where Ar has the meaning indicated above and R3"1 means one of the following groupings: O N R10; -NHR11, -OR12 or -NR13-CX-C (R14, R15, R16), wherein R10 to R16 and X have the meaning indicated above, with sulfenyl halides of the formula (IV) Hal-S-R2 (IV) wherein R2 has the meaning indicated above and Hal means halogen, especially chlorine or bromine, if appropriate in the presence of a diluent and, if appropriate, in the presence of a reaction auxiliary agent; or c) the 3-thiocarbamoylpyrazole derivatives obtainable according to processes (a) or (b) of the formula (a) are oxidized wherein Ar, R2 and R3 have the meaning indicated above, with oxidizing agents, if appropriate in the presence of a diluent and, if appropriate, in the presence of a catalyst. Finally, it has been found that the new 3-thiocarbamoylpyrazole derivatives of the formula (I) have strongly marked biological properties and, above all, are suitable for the control against animal pests, especially insects, arachnids and nematodes, which occur in agriculture, in forestry, in the protection of stored products and materials as well as in the hygiene sector. The compounds according to the invention are generally defined by the formula (I). The substituents or the preferred ranges of the radicals indicated in the above formulas and which will be indicated below, are explained as follows. Preferably, R2 means alkyl (with 1 to 6 carbon atoms), alkenyl (with 2 to 6 carbon atoms), alkynyl (with 2 to 6 carbon atoms), cyano-alkyl (with 1 to 4 carbon atoms), thiocyanato-alkyl (with 1 to 4 carbon atoms), nitro-alkyl (with 1 to 4 carbon atoms), alkylthio (with 1 to 6 carbon atoms-alkyl (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), halogenoalkylthio (with 1 to 4 carbon atoms) ) -alkyl (with 1 to 4 carbon atoms), 1 to 6 halogen atoms, halogenoalkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkyl (with 1 to 4 carbon atoms) carbon) with 1 to 6 halogen atoms, haloalkyl sulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 6 halogen atoms, alkenylthio (with 2 to 6) carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkenylsulfinyl (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkenylsulfonyl with 2 to 6 carbon atoms-alkyl (with 1 to 4 carbon atoms), alkynylthio (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkynylsulfinyl (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms) ), alkynylsulfonyl (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) -carbonyl-alkyl (with 1 to 4 carbon atoms), halogenoalkoxy ( with 1 to 4 carbon atoms) -carbonyl-alkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms, alkoxy (with 1 to 6 carbon atoms) -carbonyl, alkyl (with 1 to 6 atoms) carbon) -carbonyl, (C 1 -C 6) alkoxy -alkyl (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 6 atoms halogen atoms, alkoxy (with 1 to 4 carbon atoms) -alkylthio (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) -alkylsulfinyl ( with 1 to 4 carbon atoms) - alkyl (with 1 to 4 carbon atoms), alkoxy-alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) -alkylthio (with 1 to 4 carbon atoms) - alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, halogenalkoxy (with 1 to 4 carbon atoms) -alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, halogenalkoxy (with 1 to 4 carbon atoms) -alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), di-alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), tri-alkylsilyl (with 1 to 4 atoms) carbon) -alkyl (with 1 to 4 carbon atoms); means cycloalkyl (with 3 to 6 carbon atoms), cycloalkenyl (with 5 to 6 carbon atoms) or cycloalkyl (with 3 to 6 carbon atoms) -alkyl (with 1 to 2 carbon atoms) respectively substituted, if appropriate, from one to five times, in the same or in different ways, it being possible to quote as substituents: alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4) carbon atoms), halogen, halogenalkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms and halogenalkoxy (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms; as well as it means phenyl, phenyl-alkyl (with 1 to 2 carbon atoms), phenoxy-alkyl (with 1 to 2 carbon atoms) -phenylthio-alkyl (with 1 to 2 carbon atoms), phenylsulfinyl-alkyl (with 1 at 2 carbon atoms), phenylsulfonyl-alkyl (with 1 to 2 carbon atoms), phenyl-alkyloxy (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylsulfinyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylsulfonyl (with 1 to 2) carbon atoms) -alkyl (with 1 to 2 carbon atoms), pyridyl or pyridylalkyl (with 1 to 2 carbon atoms) substituted, respectively, one to three times, in the same or in different ways, to be mentioned as phenyl or pyridyl substituents: halogen, (C 1 -C 6) alkyl, (C 2 -C 6) alkenyl, (C 1 -C 6) alkoxy, chenyloxy (with 2 to 6 carbon atoms), alkylthio (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 4 carbon atoms); halogenoalkyl (with 1 to 6 carbon atoms), halogenoalkenyl (with 2 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms), halogenalkylthio (with 1 to 4 carbon atoms), halogenoalkylsulfinyl (with 1 to 4) carbon atoms), and halogenoalkylsulfonyl (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms; cyano, nitro, hydroxy, hydrazino, dialkylhydrazino (with 1 to 6 carbon atoms), amino, alkylamino (with 1 to 6 carbon atoms), di-alkylamino (with 1 to 6 carbon atoms), alkylimino (with 1 to 6 carbon atoms), alkylcarbonyl (with 1 to 4 carbon atoms), alkylcarbonyloxy (with 1 to 4 carbon atoms), phenyl or phenoxy substituted respectively, one to three times, in the same or in different forms by halogen, by alkyl (with 1 to 4 carbon atoms), by haloalkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms, by alkoxy (with 1 to 4 carbon atoms) or by halogenalkoxy (with 1 to 4 carbon atoms) and by halogenalkylthio (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms, SFs or the grouping , R '-z-N \, where R 'and R "independently of each other, mean hydrogen or alkyl (with 1 to 6 carbon atoms) and Z means -CO or -SO2, preferably also, R2 means, for the meaning m = 0, thiocyanate, chlorine, bromine , iodine, nitro, cyano, hydroxy, chlorosulfonyl, alkoxy (with 1 to 4 carbon atoms), alkenyloxy (with 2 to 4 carbon atoms), halogenoalkyl (with 1 to 4 carbon atoms), halogenoalkenyl (with 2 to 4) carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) and halogenoalkenyloxy (with 2 to 4 carbon atoms) with respectively 1 to 5 halogen atoms; alkylcarbonyloxy (with 1 to 4 carbon atoms), formyl tri - alkylsilylethynyl (with 1 to 4 carbon atoms), means phenoxy substituted, if appropriate, from one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned previously being considered as substituents in the case of R2, preferably also means one of the s following crushings: -NHR4, -NR4R5, -NHNH2, -CONH2, -CSNH2, -CONR4R5, -SO2NR4R5, -CR6 = NOR7, -CH (OH) R8 or -CH (CN) OR9, where Preferably, R4 and R5 independently of each other, they mean hydrogen, cyano, alkyl (with 1 to 4 carbon atoms) or phenyl or benzyl respectively substituted, respectively, from one to five times, in the same or in different forms, the substituents being phenyl substituents which have already been mentioned above in the case of R2. Preferably, R6 means hydrogen or alkyl (with 1 to 4 carbon atoms). Preferably, R7 means hydrogen, optionally substituted alkyl (with 1 to 4 carbon atoms) or benzyl of one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned being substituents. previously in the case of R2. Preferably, R8 means alkyl (with 1 to 4 carbon atoms) or halogenoalkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms. Preferably, R9 means alkyl (with 1 to 4 carbon atoms). Preferably, R3 signifies hydrogen, amino, chlorine, bromine, iodine or means one of the following groupings: -NH-CO-R10, -NHR11, -OR12, -SR12 or -NR13-CX-C (R14, R15, R16) , wherein Preferably, R 10 means alkyl (with 1 to 4 carbon atoms), halogenoalkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) or means phenyl, phenoxy or pyridyl respectively substituted, if appropriate, from one to five times, in the same or in different ways, the substituents of phenyl being mentioned as substituents which have already been mentioned above in the case of R.sup.2, preferably, R.sup.11 is alkyl (1 to 4 carbon atoms), alkenyl (2 to 4 carbon atoms), alkynyl (2 to 4 carbon atoms), formyl, alkylcarbonyl (with 1 to 4 carbon atoms), to 4 carbon atoms), haloalkyl-carbonyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms or alkoxycarbonyl (with 1 to 4 carbon atoms), preferably, R12 means alkyl (with 1 to 4 carbon atoms), alkenyl (with 2 to 4 carbon atoms ), alkynyl (with 2 to 4 carbon atoms), di-alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms); phenyl-alkyl (with 1 to 2 carbon atoms) optionally substituted one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned above being substituted for R 2 as substituents; or means the grouping -P (= Y) (OR17) (SR18), wherein preferably, R17 and R18, independently of each other, mean alkyl (with 1 to 4 carbon atoms) and Y means oxygen or sulfur, preferably, R13 means hydrogen, alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), propargyl, allyl, alkoxycarbonyl (with 1 to 4 carbon atoms) ), alkylcarbonyl (with 1 to 4 carbon atoms), means optionally substituted benzyl from one to five times, in the same or in different forms, substituents being substituents for phenyl which have already been mentioned above for R2, or means the grouping -CO-C (R14, R15, R16), preferably, R14 means hydrogen, alkyl (with 1 to 4 carbon atoms), halogen, halogenoalkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms or means substituted phenyl, optionally one to five times, in the same or in different ways, substituents being the phenyl substituents mentioned above for R2, preferably R15 means hydrogen, alkyl (with 1 to 4 atoms) carbon), halogen, haloalkyl (with 1 to 4 carbon atoms) and halogenoalkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms, lthium (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 4) carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) - [(C 1 -C 4) alkoxy] r- (C 1 -C 4) alkyl with r = 0 to 2, hydroxy, alkoxy (with 1 to 4 atoms) carbon) -carbonyl-alkyl (with 1 to 4 carbon atoms) and alkoxy (with 1 to 4 carbon atoms), or preferably, R14 and R'5 together with the carbon atom, with which they are bound, mean an annular system with 5 to 6 or 7 members, which if appropriate can contain up to 2 identical or different heteroatoms, such as atoms of O, of S, or of N, preferably, R16 means hydroxy, alkoxy (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms or alkoxy (with 1 to 4 carbon atoms) - [(alkoxy with 1 to 4 carbon atoms)] q with q = 1 or 2, preferably X means oxygen or sulfur. Preferably, Ar means phenyl or pyridyl substituted, if appropriate, one to three times, in the same or in different ways, the substituents of phenyl which have already been mentioned above for R2 being the substituents respectively. Particularly preferably, it means alkyl (with 1 to 4 carbon atoms), alkenyl (with 2 to 4 carbon atoms), alkynyl (with 2 to 4 carbon atoms), cyano-alkyl (with 1 to 2 carbon atoms) ), thiocyanato-alkyl (with 1 to 2 carbon atoms), nitro-alkyl (with 1 to 2 carbon atoms), alkylthio (with 1 to 4 carbon atoms) -alkyl with 1 to 2 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), halogenoalkylthio (with 1 to 2 atoms) carbon) -alkyl (with 1 to 2 carbon atoms) with 1 to 5 identical or different halogen atoms, from the series consisting of fluorine, chlorine and bromine, halogenoalkylsulfinyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) and halogenoalkylsulfonyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms or the same or different from the series consisting of fluorine, chlorine and bromine, alkenylthio (with 2 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkynylthio (with 2 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkoxy (with 1 to 2 carbon atoms) -carbonyl-alkyl (with 1 to 2 carbon atoms), halogenoalkoxy (with 1 to 2 carbon atoms) -carbonyl-alkyl (with 1 to 2 carbon atoms) with 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine, alkoxy (with 1 to 4 carbon atoms) -carbonyl, alkylcarbonyl (with 1 to 4 atoms) carbon), alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkoxy (with 1 to 2 carbon atoms) -alkylthio (with 1 to 2 carbon atoms) -alkyl ( with 1 to 2 carbon atoms), halogenoalkoxy (with 1 to 2 carbon atoms) -alkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) with 1 to 5 identical halogen atoms or different s of the series consisting of fluorine, chlorine and bromine, alkylamino (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), di-alkylamino (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms); means cyclopropyl, cyclopentyl and cyclohexyl each respectively substituted one to three times, in the same or in different forms, where substituents may be mentioned: methyl, ethyl, methoxy, ethoxy, fluorine, chlorine, bromine, trifluoromethyl and trifluoromethoxy; and means phenyl, benzyl, phenoxymethyl, phenoxyethyl, phenylthiomethyl, phenylthioethyl, benzyloxymethyl, benzylthiomethyl, pyridyl or pyridylmethyl respectively substituted one to three times, in the same or different ways, and may be mentioned as phenyl or pyridyl substituents : fluorine, chlorine, bromine, alkyl (with 1 to 4 carbon atoms), allyl, alkoxy (with 1 to 4 carbon atoms), allyloxy, alkylthio (with 1 to 2 carbon atoms); halogenoalkyl (with 1 to 2 carbon atoms) or halogenoalkoxy (with 1 to 2 carbon atoms) or halogenoalkylthio (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms equal or different from the series formed by fluorine, chlorine, and bromine; cyano, nitro, hydroxy, hydrazino, dimethylhydrazino, amino, methylamino, dimethylamino, iminomethyl, alkylcarbonyl (with 1 to 2 carbon atoms), alkylcarbonyloxy (with 1 to 2 carbon atoms); phenyl or phenoxy substituted, if appropriate, one to two times, in the same or different manner by fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl, trifluoromethoxy or trifluoromethylthio; SFs or grouping , R "-Z-N v R" where R 'and R "independently from each other, mean hydrogen or alkyl (with 1 to 4 carbon atoms) and Z means -CO or -SOi. In addition, particularly preferably, R2 means, for m = 0, SCN, chlorine, iodine, nitro, cyano, hydroxy, chlorosulfonyl, alkoxy (with 1 to 2 carbon atoms), allyloxy, haloalkyl (with 1 to 2 carbon atoms) ) or halogenoalkoxy (with 1 to 2 carbon atoms with respectively 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine; alkylcarbonyloxy (with 1 to 2 carbon atoms), formyl -C = C-Si (CH3) 3 means phenoxy substituted, if appropriate, one to two times, in the same or in different ways, substituents which have already been mentioned for R2 being substituted as substituents, and means -CONH2, -CSNH2 , -CON (CH3) 2, -CON (C2H5) 2, -CH (CH3) = NOCH3 and -CH (OH) CF3, particularly preferably R3 means hydrogen, amino, chloro, alkylamino (with 1 to 4 atoms) carbon), as well as the grouping -NH-CO-R10, where R10 is particularly preferably alkyl (with 1 to 4 carbon atoms) ), halogenoalkyl (with 1 to 2 carbon atoms) with 1 to 5 halogen atoms which are the same or different from the series consisting of fluorine, chlorine and bromine, and also phenyl-phenoxy, respectively substituted one to two times, respectively the same or in different forms, the substituents of phenyl which have already been mentioned above for R2 being considered as substituents. Particularly preferably, Ar stands for phenyl or pyridyl, each optionally substituted one to three times, in the same or different manner by fluorine, chlorine or bromine; by halogenoalkyl (with 1 to 2 carbon atoms) and by halogenoalkoxy (with 1 to 2 carbon atoms) and by haloalkylthio (with 1 to 2 carbon atoms) and by halogenoalkylsulfinyl (with 1 to 2 carbon atoms) and by halogenoalkylsulfonyl (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine; by alkyl (with 1 to 2 carbon atoms), by alkoxy (with 1 to 2 carbon atoms), by hydrazino, by dimethylhydrazino, by amino, by methylamino, by dimethylamino, by cyano, by SFs or by grouping where R 'and R ", independently of each other, mean hydrogen or alkyl (with 1 to 4 carbon atoms) and Z means CO or SO2. Very particularly preferably, R2 means CH3, C2H5, -CH2-CH = CH2, -C = CH, -CCH = CH, -CH2-CN, -CH2-SCN, -CH2-NO2, -CH2-S- CH3, -CH2-S-C2H5, -CH2CH2-S-CH3, -CH2CH2-S-C2H5, -CH2-SO-C2H5, -CH2-SO2-C2H5, -CH2-S-CF3, CH2-SO-CF3, CH2-SO2-CF3, -CH2-S-CH2-CH = CH2, -CH2-S-CH2-C = CH, -CH2-CO-OCH3, -CH2-CO-OC2H5, - (CH2) 2-CO-OCH3, - (CH2) 2-CO-OC2H5, -CH2-CO-OCF3, -CO-OCH3, -CO-OC2H5 , -CO-CHs, -CO-C2H5, -CH2-OCH3, -CH2-OC2H5, -CH2-S-CH2CH2-O-C2H5, -CH2-S-CH2CH2-O-CH2CF3, CH2-NHC2H5, -CH2CH2- N (CH 3) 2, -CH 2 CH 2, N (C 2 H 5) 2, cyclopropyl, as well as benzyl, benzyloxymethyl, benzylthiomethyl, phenoxymethyl, phenoxyethyl, phenylthiomethyl or phenylthioethyl respectively substituted one to three times, in the same or in the same way different, which may respectively be mentioned as phenyl substituents: fluorine, chlorine, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, methoxy, hydrazino, dimethylhydrazino, amino, methylamino, dimethylamino, cyano, methylthio, -CONH2, -CSNH2, phenyl, chlorophenyl, fluorophenyl, dichlorof enyl, phenoxy, chlorophenoxy, fluorophenoxy and dichlorophenoxy.

Furthermore, very particularly preferably, R2 means, for m = 0, SCN, chlorine, iodine, nitro, cyano, -OCH3, -CF3, -OCF3, -0-COCH3. . -O-Q-F. -CSNH2, -CON (CH3) 2, -CH-NOCH3 and -CH (OH) CF3 Very particularly preferably R3 means hydrogen, amino, chlorine, -NHCH3.

-NHC2H5, -NH-CO-CF3 Very particularly preferably, Ar means phenyl or 2-pyridyl substituted respectively two or three times, in the same or different manner by F, Cl, Br, CF3, OCF3, SCF3, SOCF3, SO2CF3, OCH2CF3, CH3 or SFs. The definitions of the remains or the explanations given above or cited in the preferred ranges are valid for the final products and for the starting products and intermediates accordingly.

These definitions of the remains can be combined arbitrarily with each other, that is to say even between the respective preferred ranges. According to the invention, the compounds of the formula (I) are preferred, in which a combination of the meanings indicated above is preferred (preferably).

According to the invention, the compounds of the formula (I) in which a combination of the above-mentioned meanings is particularly preferably present are particularly preferred.

According to the invention, very particularly preferred are the compounds of the formula (I), in which a combination of the meanings indicated above is very particularly preferably present. In the definitions of the radicals indicated above and which will be cited below, the hydrocarbon radicals, such as alkyl or alkenyl - even in combination with heteroatoms such as alkoxy or alkylthio - are, respectively, straight-chain or branched chain, insofar as possible. Preferred are the compounds of the formulas (IA-1) up to (IA-5) (IA-3) in which Ar, R2, R3, m and n have the meanings indicated above in a general O, preferably, particularly preferably and very particularly preferably. Examples of the new substituted 3-thiocarbamoylpyrazoles are indicated in Tables 1 to 14: Table 1.

The compounds in Table 1 correspond to the general formula (IB) in which, for Ar = the following substimant combinations are valid: R2 R3 CH3 0 NH2 CH3 1 NH2 CH3 1 NHC2H5 C2H5 2 NH2 C2H5 2 NHC2H5 'C2H5 1 NH-COCF3 -CH2-SCF3 1 NH2 1 NH2 - -CH2-CN 1 NH2 -CH2-NO2 0 NH2 -CH2-S-CF3 0 H -CH2-S-CF3 0 Cl -CH2-S-C2H5 1 NH2 -CO-O- C2H5 0 H -CH2-O-C2H5 1 NH2 -CH2CH2-N (C2H5) 2 2 NH2 -CH2-OCH 1 NH2 -CH2-CH = CH2- 1 NH2 -CH2-SO-CF3 1 NH2 -CH2-S-CH2-CH = CH2 1 NH2 -CH2-S-CH2-OCH 1 NH2 -CH2-CO-OCF3 1 NH-, -Cl 12-S-CH2C1 12-O-CH2CF3 1 NH2 -CH2CH2-S-CH3 0 NHCH3 -CH2-SCN 0 NH2 -CH2-SO2-C2H5 2 NH2 -CO-OCl l3 1 NH2 -CHI CI AS-CAl 0 NH-, Table 2. Table 2 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 3. Table 3 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 4. Table 4 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 5. Table 5 contains compounds of the general formula (IB), in which y for R2, n and R3 the combinations of the substituents listed in Table 1. Table 6. Table 6 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 7. Table 7 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 8. Table 8 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substimers listed in table 1 are valid.

Table 9. Table 9 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed are valid in Table 1. Table 10. Table 10 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in Table 1 are valid. Table 11. Table 11 contains compounds of the general formula (IB), in which and for R2, n and R3 the combinations of the substituents listed in table 1 are valid. Table 12.

Table 12 contains compounds of the general formula (IB), in which CU? R =; - Br Cl- and for R2, n and R3 the combinations of the substituents listed in table 1 are valid. Table 13. Table 13 contains compounds of the general formula (IB), in which the following combinations of substituents are valid: R2 R3 CH3 0 NH2 CH3 1 NH2 CH3 1 NHC2H5 C2H5 2 NH2 C2H5 2 NHC2H5 C2H5 1 NH-COCF3 C2H5 1 NH-CO-O- ^ ~) -CI-CH2-SCF3 1 NH2 2 NH7 - -CHj-S-CHj - ^ - CI l NH2 -CH2-CN 1 NH2 - -CHH22-NI (O22 ü 0 NH2 CH2-SCF3 0 11 Table 14.

The compounds in Table 14 correspond to the general formula (IC), in which for the following combinations of substituents are valid: R 2 -CsCH NH 2 CF 3 NH 2 1 NH 2 -CH = NOCH 3 NH 2 -OCF 3 NH 2 -C = C-Si (CH 3) 3 NH 2 -CsCH NH-COCH 3 -C = CH NH-C 2 H 5 -SCN NH 2 -C = CH NH-CO -CF3 R2 R3 -O = CH NH -CO-HQHCl -NO 2 NH 2 -NO 2 Cl -C = CH Cl -C = CH H -CH 3 NH 2 C 2 H 5 NH 2 -OCH 3 NH 2 -CO-N (CH 3) 2 NH 2 -CH (OH) CF 3 NH 2 - CS-NH2 NH2 -O-COCH3 NH2 -SO2Cl NH2 If, for example, 5-amino-3-cyano-4- (ethylthio) - (2,6-dichloro-4-trifluoromethylphenyl) -pyrazole and hydrogen sulphide are used as starting materials, the development of the reaction may be represented. of process (a) according to the invention by means of the following formula scheme: If they are used, for example, (2,6-dichloro-4-trifluoromethylpheni.) - 3-thiocarbamoyl-5-ethylamino-pyrazole and ethylsulfonyl chloride as starting products, the development of the reaction of the process (b) may be represented. according to the invention by means of the following formula scheme: If, for example, 5-ethylamino-3-thiocarbamoyl-4-ethylthio-1- (2,6-dichloro-4-trifluoromethyl-phenyl) -pyrazol and hydrogen sulfide are used as starting materials, the development of the reaction of process (c) according to the invention by means of the following formula scheme: The 3-cyanopyrazole derivatives of the formula (II), which are to be used as starting materials for carrying out the process (a) according to the invention, are new (see, for example, EP 0 295 117, GB 2 308 365, WO 98/04 530 and WO 97/07 102) and / or can be prepared in analogy with known processes. The 3-thiocarbamoylpyrazole derivatives of the formula (III), which are to be used as starting materials for carrying out the process (b) according to the invention, are new and partly constitute an object of a previous application of their own (cf. German patent 196 50 197 of 04.12.1996). The compounds of the formula (III) can be obtained by reacting 2-cyanopyrazoles of the formula (V), wherein Ar and R3"1 have the meaning indicated above, according to process (a) of the invention with hydrogen sulphide, if appropriate in the presence of an auxiliary agent of the reaction, optionally in the presence of a diluent. The 3-cyanopyrazoles of the formula (V) are known (see for example the EP 659 745) or can be prepared according to usual methods in general. The sulfenyl halides of the formula (IV) to be further employed as starting materials for the process (b) according to the invention are known compounds in general from organic chemistry and / or can be prepared by processes known per se. The 3-thiocarbamoylpyrazole derivatives of the formula (Ia), to be used as starting materials for the process (c) according to the invention, are compounds according to the invention. The process (a) according to the invention is preferably carried out using a diluent. Suitable diluents are virtually all inert organic solvents. These preferably include aliphatic and aromatic hydrocarbons, if appropriate halogenated such as pentane, hexane, heptane, cyclohexane, petroleum ether, benzene, ligroin, benzene, toluene, xylene, methylene chloride, ethylene chloride, chloroform, carbon tetrachloride. , chlorobenzene and o-dichlorobenzene, ethers, such as diethyl- and dibutyl ether, Glycol dimethyl ether and diglycol dimethyl ether, tetrahydrofuran and dioxane, ketones such as acetone, methyl ethyl, methyl-isopropyl- or methyl isobutyl ketone, esters such as methyl acetate or ethyl acetate, nitriles such as for example acetonitrile or propionitrile, amides such as for example dimethylformamide, dimethylacetamide, and N-methylpyrrolidone as well as dimethylsulfoxide, tetramethylene sulfone and hexamethylphosphorotriamide. As the reaction aids, all the bases which are usually usable for this type of reaction can be used in process (a) according to the invention. Preferably suitable compounds such as basic nitrogen consideration trimethylamine, triethylamine, tripropylamine, tributylamine, diisobutylamine, dicyclohexylamine, ethyldiisopropylamine, etildiciclohexilamina, N, N-dimethylbenzylamine, N, N-dimethylaniline, pyridine, 2-methyl-, 3-methyl- , 4-methyl-, 2, 4-dimethyl-, 2,6-dimethyl-, 2-ethyl-, 4-ethyl-, and 5-ethyl-2-methyl-pyridine, 1, 5-diazabicyclo [4.3 , 0] -non-5-ene (DBN), 1, 8-diazabicyclo- [5,4,0] -undec-7-ene (DBU) ol, 4-diazabicyclo- [2,2,2] -octane (DABCO) It is also possible to employ as a diluent an auxiliary agent of the reaction used in excess.

The reaction temperatures in process (a) according to the invention can vary within wide limits. In general, temperatures are between 0 ° C and 100 ° C, preferably at temperatures between 10 ° C and 80 ° C.

The process (a) according to the invention is generally carried out under normal pressure. However, it is also possible to work under higher pressure or at a lower pressure. For carrying out process (a) according to the invention, the hydrogen sulphide is generally used in excess. The reactions are carried out, in general, in a suitable diluent, in the presence of a nitrogenous basic compound. The preparation is carried out according to usual methods (see the preparation examples). Suitable diluents for carrying out process (b) according to the invention are inert organic solvents. These include, in particular, aliphatic, alicyclic or aromatic hydrocarbons, if appropriate halogenated, such as, for example, benzine, benzene, toluene, xylene, chlorobenzene, petroleum ether, hexane, cyclohexane, dichloromethane, chloroform, carbon tetrachloride; ethers, such as diethyl ether, dioxane, tetrahydrofiirane or ethylene glycol dimethyl or diethylether, ketones, such as acetone or butanone, nitriles, such as acetonitrile or propionitrile; amides, such as dimethylformamide, dimethylacetamide, N-methylformanilide, N-methylpyrrolidone or hexamethylphosphorotriamide, esters, such as ethyl acetate, sulfoxides, such as dimethyl sulfoxide or acids, such as for example acetic acid. The process (b) according to the invention can be carried out, if appropriate, in the presence of a reaction auxiliary agent. As such, all usual inorganic or organic bases are suitable. These include, for example, alkali metal hydroxides, such as sodium hydroxide or potassium hydroxide, carbonates or bicarbonates of alkali metals, such as sodium carbonate, potassium carbonate or sodium bicarbonate, as well as tertiary amines, such as triethylamine, N, N-dimethylaniline, pyridine, N, N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU). The reaction temperatures in the process (b) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and + 120 ° C, preferably at temperatures between 0 ° C and + 50 ° C. For carrying out the process (b) according to the invention, per mol of 1-arylpyrazole substituted in the 4-position of the formula (III), in general, from 1.0 to 2.5 mol, preferably from 1.0, are used. up to 1.5 moles of sulfenyl halide of the formula (IV) and, if appropriate, 1.0 to 2.5 moles, preferably 1.0 to 1.5 moles of reaction aid. The conduct of the reaction, the preparation and the isolation of the products of the reaction are carried out according to usual procedures in general. Oxidizing agents for carrying out the process according to the invention (c) are all the oxidation agents which can be used for the oxidation of sulfur. Particularly suitable are hydrogen peroxide, organic peracids, such as, for example, peracetic acid, m-chloroperbenzoic acid, p-nitroperbenzoic acid or oxygen in the air. Suitable diluents for carrying out process (c) according to the invention are inert organic solvents. Preferably hydrocarbons may be used, such as benzine, benzene, toluene, xylene or petroleum ether; chlorinated hydrocarbons, such as dichloromethane, 1,2-dichloroethane, chloroform, carbon tetrachloride or chlorobenzene; ethers, such as diethyl ether, dioxane or tetrahydrofuran; carboxylic acids, such as acetic acid or propionic acid, or polar aprotic solvents such as acetonitrile, acetone, ethyl acetate or dimethylformamide. The process (c) according to the invention can be carried out, if appropriate, in the presence of an acid-binding agent. Suitable as such are all customary organic and inorganic acid acceptors. Preferably, hydroxides are used, acetates or carbonates of alkaline earth metals or alkali metals such as for example calcium hydroxide, sodium hydroxide, sodium acetate or sodium carbonate. The process (c) according to the invention can be carried out, if appropriate, in the presence of a suitable catalyst. As such, the metal salt catalysts usually usable for this type of oxidation of sulfur are suitable. By way of example, mention may be made of ammonium molybdate and sodium tungstate. The reaction temperatures in the process (c) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and + 70 ° C, preferably at temperatures between 0 ° C and + 50 ° C. For carrying out the process (c) according to the invention, per mole of the compound of the formula (la) in general from 0.8 to 1.2 moles, preferably in equimolar amounts of oxidizing agent, when the oxidation is interrupted from sulfur to the sulfoxide level. For the oxidation to the sulfone, per mole of the compound of the formula (la), generally from 1.8 to 3.0 moles, preferably twice molar quantities of the oxidizing agent are used. The conduct of the reaction, the working up and the isolation of the final products is carried out according to usual procedures.

The substituted 3-thiocarbamoylpyrazoles according to the invention of the formula (la) can also be obtained, if appropriate, by reacting 3-thiocarbamoyl-4-thiocyanato-pyrazoles of the formula (Ib) wherein Ar and R3 have the meaning indicated above, with halides of the formula (VI), Hal-R2 (VI), in which Hal and R2 have the meaning indicated above, in usual manner and manner in general, in the presence of a diluent, such as especially in a mixture of alcohol (preferably ethanol) / water at temperatures between -80 ° C and 50 ° C, preferably between -50 ° C and room temperature, using the haiogenide of the formula (VI) ) preferably in equimolar quantities, if necessary also in a slight excess. The active products are suitable, with a good compatibility for the plants and a suitable toxicity for warm-blooded animals, for the fight against animal pests, preferably against insects, arachnids and nematodes, which occur in agriculture, in forestry, for the protection of stored products and materials as well as in the field of hygiene. They can preferably be used as plant protection agents. They are active against normally sensitive and resistant species as well as against all or some of the stages of development. The pests mentioned above belong: From the order of the isopods, for example, Oniscus asellus Armadillidium vulgare, Porcellio scaber. From the order of the diplópodos, for example, Blaniulus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus, Scutigera spec. From the order of the sinfilos, for example, Scutigerella immaculata. From the order of the tisane, for example, Lepisma saccharina. From the order of springtails, for example, Onychiurus armatus. From the order of the orthoptera, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Germanic Blattella, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis, Schistocerca gregaria. From the order of dermápteros, for example, Forfícula auricularia. From the order of the Isoptera, for example, Reticulitermes spp. From the order of the anopplides, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp. From the order of the malophagus, for example, Trichodectes spp., Damalinea spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex Lectularius, Rhodnius prolixus, Triatoma spp.

From the order of Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cruptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera , for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp. , Earias insulana, Heliothis spp., Spodoptera exigua, Mamestra brassicae, Panolis flammea, Spodoptera litura, Spodoptera spp. , Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp. Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticula, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana. From the order of coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtecms, Acanthoscelides obtecms, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Nip s hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp. From the order of the dipterans, for example, Aedes spp. Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomia spp., Cuterebra spp., Gastrophilus spp. , Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Typula paludosa. From the order of the siphonoptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the order of the arachnids, for example Scorpio maurus, Lactrodectus mactans. From the order of mites, for example Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp. , Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp. , Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp. The plant parasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera. spp. , Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp. The compounds according to the invention of the formula (I) are characterized in particular by high insecticidal activity. They can be used with especially good success in the fight against insects harmful to plants, such as, for example, against caterpillars of the nocturnal moth (Spodoptera frugiperda) or against the louse of the peach leaf (Myzus persicae). The active compounds according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, natural and synthetic materials impregnated with the active compound, microencapsulated in polymer materials. These formulations are prepared in known manner, for example by mixing the active compounds with extenders, that is to say with liquid solvents, ie liquid solvents and / or solid excipients, optionally with the use of surfactants, ie emulsifiers and / or dispersants and / or foam generating means. When water is used as an extender, organic solvents can be used, for example, as auxiliary solvents. Preferred liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, alcohols such as butanol or glycol, as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, or strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide as well as water. Suitable solid excipients are, for example, ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals ground, such as highly dispersed silicic acid, aluminum oxide and silicates; as solid excipients for granulates are considered: for example broken and fractionated mineral minerals, such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic flours and granulates of organic material, such as sawdust , husks of coconut, corn ears and tobacco stalks; suitable emulsifiers and / or foamers are, for example, nonionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylene ethers of fatty alcohols, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulphates, arylsulfonates, as well as albumin hydrolysates; Dispersants are suitable as dispersants: for example, sulphite lignin liquors and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose, pulverulent, granular or latex synthetic and synthetic polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as phospholipids such as cephalin and lecithin, and synthetic phospholipids can be employed.

Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue and organic dyes, such as metallic alizarin, azo and phthalocyanine dyes as well as trace nutrients, such as iron salts, manganese, may be employed. , boron, copper, cobalt, molybdenum and zinc. The formulations contain, in general, between 0.1 and 95% by weight, preferably between 0.5 and 90% of active product.

The active compounds according to the invention can be present in their commercially available formulations as well as in the application forms prepared from these formulations, in admixture with other active ingredients, such as insecticides, baits, sterilants, acaricides, nematicides, fungicides, growth regulating products or herbicides. Insecticides include, for example, esters of phosphoric acid, carbamates, esters of carbonic acid, chlorinated hydrocarbons, phenylureas, products prepared by means of microorganisms and the like. Particularly convenient mixing components are, for example: Fungicides: Aldimorph, Ampropylfos, Ampropylfos-potassium, Andoprim, Anilazin, Azaconazole, Azoxystrobin, Benalaxyl, Bonodanil, Benomyl, Benzamacril, Benzamacryl-isobutyl, Bialaphos, Binapacryl, Biphenyl, Bitertanol, Blasticdiin -S, Bromuconazole, Bupirimat, Buthiobaf, Calcium Polysulfide, Capsimycin, Captafol, Captan, Carbendazin, Carboxin, Carvon, Chinomethionat (Chomethionat), Chlobenthiazon, Chlorfenazole, Chloroneb, I Chloropicrin, Chlorothalonil, Chlozolinat, Clozycalon, Cufraneb, Cymoxanil, Cyproconazole, Cyprodinil, Cyprofuram, Debacarb, Dichlorophen, Diclobutrazol, Diclofluanid, Diclomezin, Dicloran, Diethofencarb, Difenoconazole, Dimethirimol, Dimethomorph, Diniconazole, Diniconazole-M, Dinocap, Diphenylamin, Dipyrithione, Ditalimphos, Dithianon, Do-demofh, Dodine, Drazoxolon, Ediphenphos, Epoxiconazole, Etaconazole, Ethyrimol, Etriadiazole, Famoxadon, Fenapanil, Fenarimol, Fenbuconazole, Fenfuram, Fenitropan, Fenpiclonil, Fenpropidin, Fenpropimofh, Fentinacetat, Fentihydroxyd, Ferbam, Ferimzon, Fluazinam, Flumetover, Fluoromide, Fluquinconazole, Flufrimidol, Flusilazol, Flusalfamid, Flutolanil, Flutriafol, Folpet, Fosetyl-Aluminum, Fosetyl-sodium, Ftalid, Fuberidazole, Furalaxyl, Fumametpyr, Furcarbonil, Furconazol, Furconazol- cis, Fupnercyclox, Guazatin, Hexachlorobenzene, Hexaconazole, Hymexazole, Imazalil, Imibenconazole, Iminoctadin, Iminoctadinealesilat, Iminoctadinetriacetate, Lodocarb, Ipconazole, Iprobenfos (PPI), Iprodione, Irumamycin, Isoprothiolan, Isovaledione, Kasugamycin, Kresoxim-methyl, Copper preparations, such as: copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, copper oxine and blending of Boerdeaux, Mancopper, Mancozeb, Maneb, Meferimzone, Mepanyipyrim, Mepronil, Metalaxyl, Metconazole, Methasulfocarb, Methfuroxam, Metiram, Metomeclam, Metsulfoxax, Mildiomycin, Myclobutanil, Myclozolin, Nickel dimethyldithiocarbamate, Nitrothal-isopropyl, Nuarimol, Ofurace, Oxadixyl, Oxamocarb , Oxolilnicacid, Oxycarboxim, Oxyfenthiin, Paclobutrazol, Pefurazoat, Penconazole, Pencycuron, Phosdiphen, Pimaricin, Piperalin, Polyoxin, Polyoxorim, Probenazole, Prochloraz, Procymidon, Propamocarb, Propanosine-sodium, Propiconazole, Propineb, Pyrazophos, Pyrifenox, Pyrimethanil, Pyroquilon, Pyroxyfur , Quinconazole, Quintozcen (PCNB), Sulfur and sulfur preparations, Tebuconazole, Tecloftalam, Tecnazen, Tetcyclacis, Tetraconazole, Thiabendazole, Thicyofen, Thifluzamide, Tthiophanate-methyl, Thiram, Thioxymid, Tolclofos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazbutanil, Triazoxid, Trichlamid, Tricyclazole, Tridemofh, Triflumizol, Triforin, Triticonazole, Uniconazole, Validamycin A, Vinclozolin, Viniconazole, Zarilamide, Zineb, Ziram as well as Dagger G, OK-8705, OK-8801, a- (1, 1-dimethylethyl) -β- ( 2-phenoxyethyl) -lH-l, 2,4-triazole-1-ethanol, a- (2,4-dichlorophenyl) -β-fluoro-b-propyl-1H-1, 2,4-triazole-1-ethanol , a- (2,4-dichlorophenyl) -β-methoxy-a-methyl-1 H- 1,2,4-triazole-1-ethanol, a- (5-methyl-1,3-dioxan-5-yl) ) -ß - [[4- (trifluoromethyl) -phenyl] -methylene] -lH-l, 2,4-triazole-l-ethanol, (5RS, 6RS) -6-hydroxy-2,2,7,7- tetramethyl-5- (lH-l, 2,4-triazol-l-yl) -3-octanone, (E) -a- (methoxyimino) -N-methyl-2-phenoxy-phenylacetamide, carbamidate of. { 2-methyl-1 - [[[1- (4-methylphenyl) -ethyl] -amino] -carbonyl] -propyl} - 1-isopropyl, 1- (2,4-dichlorophenyl) -2- (lH-l, 2,4-triazol-1-yl) -ethanon-O- (phenylmethyl) -oxime, 1 - (2-methyl-1-naphthalenyl) -1 H-pyrrole-2, 5-dione, 1- (3,5-dichlorophenyl) -3- (2-propenyl) -2,5-pyrrolidinedione, l- [(diiodomethyl) -sulfonyl] -4-methyl-benzene, 1 - [[2- (2,4-dichloro-phenyl) -1,3-dioxolan-2-yl] -methyl] -1H-imidazole, 1 - [[2- (4-chlorophenyl) -3-phenyloxyranyl] -methyl] -1 H- 1, 2,4-triazole, 1 - [1 - [2 - [(2,4-dichlorophenyl) -methoxy] -phenyl] ] -etenyl] - 1 H-imidazole, 1-methyl-5-nonyl-2- (phenylmethyl) -3-pyrrolidinol, 2 ', 6'-dibromo-2-methyl-4' -trifluoromethoxy-4'-trifluoride- methyl-1,3-thiazole-5-carboxanilide, 2, 2-dichloro-N- [1- (4-chlorophenyl) -ethyl] -1-ethyl-3-methyl-cyclopropanecarboxamide, 2,6-dichloro-5- (methylthio) -4-pyrimidinyl-thiocyanate, 2,6-dichloro-N- (4-trifluoromethylbenzyl) -benzamide, 2,6-dichloro-N - [[4- (trifluoromethyl) - phenyl] -methyl] -benzamide, 2- (2, 3, 3-triiodo-2-propenyl) -2H-tetrazole, 2 - [(1-methylethyl) -sulfonyl] -5- (trichloromethyl) -1,3, 4-thiadiazole, 2 - [[6-deoxy-4-O- (4-O-methyl-β-D-glycopyranosyl) -aD-glucopyranosyl] -amino] -4-methoxy-1H-pyrrolo [2, 3 -d] pyrimidin-5-car-bonitrile, 2-aminobutane, 2-bromo-2- (bromomethyl) -pentandinitrile, 2-chloro-N- (2,3-dihydro-l, 1,3-trimethyl-lH- inden-4-yl) -3-pyridinecarboxamide, 2-chloro-N- (2,6-dimethylphenyl) -N- (isothiocyanatomethyl) -acetamide, 2-phenylphenol (OPP), 3,4-dichloro- 1 - [4 - (difluoromethoxy) -phenyl] -1 H -pyrrole-2, 5-dione, 3,5-dichloro-N- [cyano [(1-methyl-2-propynyl) -oxy] -methyl] -benzamide, 3 (1, 1-dimethylpropyl) -l-oxo-lH-inden-2-carbonitrile, 3- [2- (4-chlorophenyl) -5-ethoxy-3-isoxazolidinyl] -pyridine, 4-chloro-2-cyan N, N-dimethyl-5- (4-methylphenyl) -lH-imidazole-1-sulfonamide, 4-methyl-tetrazolo [1, 5-a] quinazoline-5 ( 4H) -one, 8- (1, 1-dimethylethyl) -N-ethyl-N-propyl-l, 4-dioxaspiro [4,5] de-can-2-methanamine, 8-hydroxyquinolinesulfate, 9H-xanten-9 -carboxylic-2 - [(phenylamino) -carbonyl] -hydrazide, bis- (1-methylethyl) -3-methyl-4 - [(3-methylbenzoyl) -oxy] -2,5-thio-phenedicarboxylate, cis- 1 - (4-chlorophenyl) -2- (1 H- 1,2,4-triazol-1-yl) -cycloheptanol, cis-4- [3- [4- (1, 1-dimethylpropyl) -phenyl- hydrochloride] 2-methylpropyl] -2,6-dimethylmorpholine, ethyl- [(4-chlorophenyl) -azo] -cyanoacetate, potassium bicarbonate, Methantethrathiol sodium salt, methyl- 1- (2, 3-dihydro-2) , 2-dimethyl-1 H -inden-1-yl) -1H-imide-zol-5-carboxylate, methyl-N- (2,6-dimethylphenyl) -N- (5-isoxazolylcarbonyl) -DL-alaninate, methyl-N- (chloroacetyl) -N- (2,6-dimethylphenyl) -DL-alaninate, N- (2,3-dichloro-4-hydroxyphenyl) -1-methyl-cyclohexanecarboxamide, N- (2,6-dimethylphenyl) ) -2-methoxy-N- (tetrahydro-2-oxo-3-fura-nyl) -acetamide, N- (2,6-dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-tie) -nil) -acetamide, N- (2-chloro-4-nitrophenyl) -4-methyl-3-nitro-benzenes ulfonamide, N- (4-cyclohexylphenyl) -l, 4,5,6-tetrahydro-2-pyrimidinamine, N- (4-hexylphenyl) -1,4,5,6,6-tetrahydro-2-pyrimidinamine, N- ( 5-chloro-2-methylphenyl) -2-methoxy-N- (2-oxo-3-oxazolidinyl) -acetamide, N- (6-methoxy) -3-pyridinyl) -cyclopropanecarboxamide, N- [2,2,2 -trichloro-l - [(chloroacetyl) -amino] -ethyl] -benzamide, N- [3-chloro-4,5-bis- (2-propyloxy) -feml] -N'-methoxy-methan-imidamide, N -formyl-N-hydroxy-DL-alanine, sodium salt O, O-diethyl- [2- (dipropylamino) -2-oxoethyl] -ethylphosphoramidothioate, O-methyl-S-phenyl-phenylpropylphosphorazidothioate, S-methyl- 1, 2 , 3-benzothiadiazole-7-carbothioate, spiro [2 H] -l-benzopyran-2, 1 '(3'H) -isobenzofuran] -3'-one.

Bactericides: bronopol, dichlorophen, Nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, Octhilinon, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations. Insecticides / Acaricides / Nematicides: Abamectin, AC 303 630, Acephat, Acrinathrin, Alanycarb, Aldicarb, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Azinphos, A, Azinphos M, Azocyclotin, Bacillus thuringiensis, Bendiocarb, Benfüracarb, Bensultap, Betacyluthrin, Bifenthrin, BPMC, Brofenprox, Bromophos A, Bufencarb, Buprofezin, Butocarboxin, Butylpiridaben, Cadusafos, Carbaryl, Carbofuran, Carbophenothion, Carbosulfan, Cartap, CGA 157 419, CGA 184 699, Chloethocarb, Chlorethoxyphos, Chlorfenvinphos, Chlorfluazuron, Chlormephos, Chlofyrifos, Chlofyrifos M, Cis-Resmethrin, Clocythrin, Clofentezin, Cyanophos, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cyhexatin, Cypermethrin, Cyromazin, Deltamethrin, Demeton M, Demeton S, Demeton-S-methyl , Diaeloden, Diafenthiuron, Diazinon, Dichlofenthion, Dichlorvos, Dicliphos, Dicrothos, Diethion, Difluben-zuron, Dimethoat, Dymethylvinphos, Dioxathioin, Disulfoton, Edifenphos, Emamectin, Esfenvalerat, Ethiophencarb, Ethion, Ethofenprox, Ethoprophos, Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid , Fenitrothion, Fenobucarb, Fenothiocarb, Phenoxycarb, Fenpropathrin, Fenpyrad, Fenpyroximat, Fenthion, Fenvalerate, Fipronil, F luazinam, Flucycloxuron, Flucythrinat, Flufenoxuron, Flufenprox, Fluvalinate, Fonophos, Formothion, Fosthiazat, Fubfenprox, Furathiocarb, HCH, Heptenophos, Hexaflumuron, Hexythiazox, Imidacloprid, Iprobenfos, Isazophos, Isofenphos, Isoprocarb, Isoxathion, Ivemectin, Lamda-cyhalothrin, Lufenuron, Malathion, Mecarbam, Mervinphos, Mesulfenphos, Metaldehyd, Methacrifos, Methamidophos, Methidathion, Methiocarb, Methomyl, Metolcarb, Milbemectin, Monocro-tophos, Moxidectin, Naled, NC 184, Nitenpyram, Omethoat, Oxamyl, Oxydemethon M, Oxydeprofos, Parathion A, Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phosmet, Phosphamdon, Phoxim, Pirimicarb, Pirimiphos M. Primiphos A, Profenofos, Promecarb, Propaphos, Propoxur, Prothiophos, Prothoat, Pymetrozin, Pyrachlophos, Pyradaphenthion, Pyres-methrin, Pyrethrum, Pyridaben, Pyrimidifen, Pyriproxifen, Quinalphos, RH 5992, Salithion, Sebufos, Silafluofen, Sulfotep, Sulprofos, Tebufenozid, Tebufenpyrad, Tebupirimphos, Teflubenzuron, Tefluthrin, Temephos, Terbam, Terbufos, Tetrachlorvinphos, Thiafenox, Thiodicarb, Thiofanox, Thiomethon, Thionazin, Thuringiensin, Tralomethrin, Triarathen, Triazophos, Triazuron, Trichlorfon, Triflumuron, Trimethacarb, Vamidothion, XMC, Xylylcarb, Yl 5301/5302, Zetamethrin. A mixture with other known active ingredients, such as herbicides or with fertilizers and growth regulators is also possible. The active compounds according to the invention can also be present, when used as insecticides, in their customary formulations in commerce as well as in the application forms prepared from these formulations in a mixture with synergists. The synergists are the compounds by which the effect of the active products is increased, without the synergetic aggregate having to be active in itself. The active ingredient content of the application forms prepared from the commercially available formulations can vary within wide limits.

The active compound concentration of the application forms can be between 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight. The application is carried out in a manner adapted to the forms of application. In the use against hygiene pests and stored products, active products are characterized by an excellent residual effect on wood and clay as well as good stability to alkalis on limed substrates. The active compounds according to the invention are not only active against plant pests, hygiene and stored products, but also in the field of veterinary medicine against animal parasites (ectoparasites) such as hard ticks, soft ticks , scabies mites, migratory mites, flies (suckers and mincers), fly parasitic larvae, lice, hair nits, feathered nits and fleas. These parasites belong to: From the order of the anopluros, for example Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp. From the order of the malophagids and the amblycerine sub-orders as well as isquird, by Example Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp.

From the order of the dipterans and the nematocerine sub-orders as well as the braquicerinos, for example Aedes spp. , Anopheles spp., Culex spp. , Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp. , Atylotus spp., Tabanus spp., Haematopota spp., Philipomya spp., Braula spp. , Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp. , Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomya spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypodema spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus. spp .. From the order of the siphonapterids, for example Pulex spp., Ctenocephalides spp. , Xenopsylla spp., Ceratophyllus spp. From the order of heteropterids, for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order of the blatarids, for example Blatta orientalis, Periplaneta americana, Blattella germanica, Supella spp. Of the sub-class of mites (Acarida) and of the order of the meta- as well as mesoestigmatos, for example Argas spp., Ornithodorus spp., Otabius spp., Ixodes spp. , Amblyomma spp., Boophilus spp., Dermacentor spp., Haemaphysalis spp., Hyalomma spp., Rhipicephalus spp. , Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. , Varroa spp .. From the order of actinedides (Prostigmata) and acaridids (Astigmata), for example Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psoresgates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp. , Otodectes spp. , Sarcoptes spp. , Notoedres spp., Knemidocoptes spp., Cytodites spp. , Laminosioptes spp ..

By way of example, the compounds according to the invention show a good activity against flies (Musca domestica), an inhibitory effect of the development against larvae of Lucilia cuprina flies, as well as a good effect against fleas of cats (Ctenocephalides felis) and against ticks (Boophilus microplus), even in the form of an inhibition of egg laying. The active compounds according to the invention of formula (I) are also suitable for the control of arthropods, which attack animals useful in agriculture such as, for example, cows, lambs, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, bees, other domestic animals such as, for example, dogs, cats, game birds, aquarium fish as well as so-called test animals, such as, for example, hamster , guinea pigs, rats and mice. Through the fight against these arthropods, cases of death and reductions in productivity (in milk, meat, wool, skins, eggs, honey, etc.) will be avoided, so that, by using the active products according to the invention, it is possible to a more economical and simpler animal maintenance. The application of the active compounds according to the invention is carried out in the veterinary field in a known manner by enteral administration in the form of, for example, tablets, capsules, beverages, dragees, granules, pastes, bolis, by means of the process through the "feed-through" food, of suppositories, by parenteral administration, such as, for example, by injection (intramuscular, subcutaneous, intravenous, intraperitoneal and the like), implants, by nasal application, by dermal application in form, for example immersion or bath (Dippen), spray (Spray), surface watering (Pour-on and Spot-on), washing, dusting as well as with the help of molded cores containing the active product such as collars, marks for the ears, marks for the tail, bands for the limbs, halters, marking devices, etc. When they are used for domestic livestock, birds, domestic animals etc. the active compounds (I) can be used as formulations (for example powders, emulsions, agents capable of spreading), containing the active compounds in amounts of 1 to 80% by weight, directly or after dilution of 100 to 10,000 times or can be used as a chemical bath. Furthermore, it has been found that the compounds according to the invention of the formula (I) show a high insecticidal effect against insects, which destroy industrial materials. In an exemplary and preferred way - however without limitation - the following insects can be mentioned: Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium cafine, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec, Tryptodendron spec, Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec., Dinoderus minutes. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicala, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.

Thysanides, such as Lepisma saccarina. By industrial materials, non-living materials will be understood in the present context, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood processing products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. For wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, should be understood, for example: construction wood, wooden beams, railway sleepers, parts for bridges, ribs for boats, vehicles for wood, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors, wooden plywood, plywood boards, coffee works or wood products, which find application, in a very general way, in the home or in the construction industry. The active compounds can be used as such, in the form of concentrates or customary formulations in general, such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersants and / or binder or binding agent, water repellent, optionally drying agents and stabilizers. against UV and, if necessary, dyes and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight. The amounts of the agents or concentrates used depend on the type and origin of the insects and the environment. The optimum application quantities can be determined respectively by means of series of tests prior to the application. In general, however, it is sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active product, based on the material to be protected. A solvent or a mixture of organochemical solvents and / or a solvent or mixture of organo-chemical, oleaginous or oil-like solvents, which are difficult to volate and / or a solvent or mixture of polar organochemical solvents, is used as solvent and / or diluent. and / or water and, if appropriate, an emulsifier and / or humectant. The organo-chemical solvents used are preferably oleaginous or oleaginous solvents, with a simulated evaporation index above 35 and a flame point situated above 30 ° C, preferably simulated above 45 ° C. By way of such water-insoluble, oil-soluble or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, will be used.

Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatic hydrocarbons with a boiling range of 160 to 280 ° C, tefentin oil and the like. In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably a-monochloronaphthalene. Organic solvents, which are difficult to volatile, oleaginous or of an oleaginous type, with an evaporation index above 35 and with a flame point above 30 ° C, preferably above 45 ° C, can be partially subdivided by solvents light or medium volatile organochemicals, with the proviso that the solvent mixture has a simulated evaporation index above 35 and a simulated flame point above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this mixture of solvents. According to a preferred embodiment, a part of the solvent or mixture of organochemical solvents or a solvent or mixture of aliphatic, polar organochemical solvents will be replaced. Preference is given to using aliphatic organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ether, esters or the like. As organic-chemical binders, synthetic resins and / or setting drying oils, known per se, dilutable with water and / or soluble or dispersible or emulsifiable in the organic-chemical solvents used, will be used within the scope of the present invention. especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indeno-coumaron resin, silicone resin, vegetable drying and / or drying oils and / or physical drying binders based on a natural and / or synthetic resin. The synthetic resin, used as a binder, can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In a complementary manner, dyes, pigments, water-repelling agents, odor correctors and inhibitors or anticorrosive agents known per se and the like can be used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil in the medium or concentrate according to the invention as an organochemical binder. Preferably, alkyd resins having an oil content of greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or totally substimized by a fixing agent (mixture) or by a plasticizer (mixture). These additives should avoid volatilization of active products as well as crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of phthalic acid esters such as dibutyl, dioctyl or benzylbutyl phthalate, phosphoric acid esters, such as tributyl phosphate, adipic acid esters, such as di- (D-adipate). 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, glycerin esters as well as esters of p-toluenesulfonic acid. The binding agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylene-benzophenone. Suitable as solvent or diluent is water, if appropriate mixed with one or more of the aforementioned solvents or diluents, emulsifier and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum, double vacuum or pressure processes. The agents ready for application can optionally contain other insecticides and, if appropriate, one or more fungicides. The insecticides and fungicides mentioned in Wo 94/29 268 are preferably used as additional components of the mixture. The compounds mentioned in this document are expressly an integral part of the present application. Particularly preferred mixing components are insecticides, such as Chlofyriphos, Phoxim, Silafluofin, Alphamethrin, Cyfluthrin, Cypermethrin, Deltamethrin, Permethrin, Imidacloprid, NI-25, Flufenoxuron, Hexaflumuron and Triflumuron, as well as fungicides such as Epoxiconazole, Hexaconazole. , Azaconazole, Propiconazole, Tebuconazole, Cyproconazole, Metconazole, Imazalil, Dichlorfluanid, Tolylfluanid, 3-iodo-2-propynyl-butylcarbamate, N-octyl-isothiazolin-3-one and 4,5-di-chloro-N-octylisothiazolin-3 -one The preparation and use of the active compounds according to the invention are apparent from the following examples. Examples of obtaining. Example 1. 0.8 g (2.1 mmol) of 5-amino-3-cyano-4-ethylthio-1- (2,6-dichloro-4-trifluoromethylphenyl) -pyrazol (see EP 295 117) are dissolved in 30 ml of anhydrous pyridine and 2 ml of triethylamine. At room temperature, hydrogen sulphide is slowly passed, increasing the temperature to 28 ° C. After 60 minutes the reaction has ended. The reaction mixture is concentrated by evaporation and the crude product is purified by chromatography on silica gel (cyclohexane / ethyl acetate: 271). 0.4 g (46% of theory) of 5-amino-4-ethylthio-1- (2,6-dichloro-4-trifluoromethylphenyl) -3-thiocarbamoyl-pyrazole with a melting point of 101 ° C are obtained. . Analogously to that of Example 1, or according to the general indications for the preparation, the compounds of the formula (I) indicated in Table A are prepared: ['H-NMR: in DMSO with TMS as internal standard, d in ppm]. Application examples Example A Test with Myzus. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of emulsifier solvent and the concentrate is diluted with water to the desired concentration.

Cabbage leaves (Brassica olerácea) are treated, which are strongly attacked with green leaf louse of the peach (Myzus persicae), by immersion in the preparation of active product with the desired concentration. After the desired time the destruction is determined in%. In this case 100% means that all the lice on the leaves were destroyed; 0% means that no leaf louse was destroyed. In this test, it showed, at an exemplary concentration of the active product of 0.1%, for example the compound of Preparation Example 1, a destruction of 90% and the compounds according to Preparation Examples 2 and 8 showed 100% destruction , respectively after 6 days. EXAMPLE B Assay with Spodoptera frugiperda Solvent: 7 Parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by being dipped into the preparation of the active compound of the desired concentration and covered with caterpillars of the nocturnal moth (Spodoptera frugiperda), while the leaves are still moist. After the desired time, the degree of destruction in% is determined. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed.

In this test, for example, the compound according to Preparation Examples 2 showed, at an exemplary concentration of the active product of 0.1%, at least 85% destruction after 7 days. Example C Test with flies (Musca domestica) Test insects: Adult domestica musca, Reichswald family (OP, SP and carbamate-resistant) Solvent: Dimethylsulfoxide. 20 mg of the active compound are dissolved in 1 ml of dimethyl sulfoxide, lower concentrations are prepared by dilutions with distilled H2O. 2 ml of this preparation of the active product are pipetted onto filter paper capsules (0 9.5 cm), which are in petri dishes of a corresponding size. After drying the filter paper discs, 25 test animals are transferred to the Petri dishes and covered. After 1, 3, 5, 24 and 48 hours the activity of the preparation of the active product is determined. In this case 100% means that all the flies have been destroyed; 0% means that no fly has been destroyed. In this test, it showed, for example, the compound of Preparation Example 2, at an exemplary concentration of the active product of 100 ppm, an activity of 100%. Example D Test with Blo fly larvae / developmental inhibitor effect. Test animals: Larvae of Lucilia cuprina. Solvent: Dimethylsulfoxide. mg of the active compound are dissolved in 1 ml of dimethisulfoxide. Lower concentrations are prepared by dilutions with distilled H2O. Approximately 20 Lucilia cuprina larvae are placed in a test tube, containing approximately 1 cm3 of horse meat and 0.5 ml of active product preparation. After 24 and 48 hours the activity of the preparation of the active product is determined. The test tubes are transferred to cups with the bottom covered with sand. After another 2 days, the test tubes are removed and the pupae are counted. The effect of the preparation of active product is evaluated according to the number of flies hatched after a time 1.5 times greater than the development time of the untreated controls. In this case 100% means that no fly has hatched, 0% means that all the flies have normally hatched. In this test, for example, the compounds of Preparation Examples 1 and 2 showed, at an exemplary concentration of active ingredient of 100 ppm, an activity of 100%. Example E Test with resistant Boophilus microplus / Parkhurst strain SP-resistant. Test animals: Adult females. Solvent: Dimethylsulfoxide. 20 mg of active compound are dissolved in 1 ml of dimethyl sulfoxide, lower concentrations are prepared by dilutions with distilled H2O. 10 Boophilus microplus res. adults for 1 minute in the preparation of the active product to be tested. Once transferred to plastic cups and storage in an air-conditioned room, the degree of destruction is determined. In this case 100% means that all the ticks were destroyed; 0% means that no ticks were destroyed. In this test, for example, the compound according to Preparation Examples 1 showed, at an exemplary concentration of active ingredient of 100 ppm, an effect of 100%. Example F Test with resistant Boophilus microplus / Parkhurst strain SP-resistant. Test animals: Adult females. Solvent: Dimethylsulfoxide. 20 mg of active compound are dissolved in 1 ml of dimethyl sulfoxide, lower concentrations are prepared by dilutions in the same solvent.

The test is carried out with quintuple determinations. 1 μl of the solution is injected into the abdomen, the animals are transferred to capsules and stored in an air-conditioned room. The activity controls were carried out after 7 days in relation to the inhibition of egg laying. An effect of 100% means that none of the ticks has laid eggs. In this test, for example, the compounds according to Preparation Examples 1 and 2 showed, at an exemplified active ingredient concentration of 20 μg / animal, an effect of 100%. Example G Test with cat fleas / oral ingestion Test animals: Adults of Ctenocephalides felis Solvent: Dimethylsulfoxide (DMSO). In order to obtain a suitable formulation, a suitable active product solution is prepared from 20 mg of active compound and 1 ml of DMSO. 15 μl of this formulation is added to 3 ml of citrated cow blood and shaken. 10 adult fasted fleas (Ctenocephalides felis, strain "Georgi") are placed in a chamber (0 3.2 cm), which is closed with a gauze at the top and bottom. A metallic cylinder is disposed on the chamber, the lower side of which is closed with paraffin. The cylinder contains 3 ml of the active product formulation, which can be consumed by the fleas through the paraffin membrane. While the blood is heated to 37 ° C, a temperature of 25 ° C is established in the chamber of the fleas. The controls are mixed in the same volume of DMSO without the addition of a compound. Triple determinations are carried out. After 28 hours the mortality is determined in% (= dead fleas). In this test, it showed, for example, the compound of the preparation example 2, at an exemplary concentration of the active product of 100 ppm, an activity of 100%. Example H Test with Phaedon larvae Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by immersion in the preparation of active compound of the desired concentration and are covered with larvae of the horseradish leaf beetle (Phaedon cochleariae), while the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all the beetle larvae were destroyed, 0% means that no beetle larvae were destroyed. In this test, for example, the compounds according to Preparation Examples 1 to 9 show, at an exemplary concentration of active substance of 0.1%, 100% destruction after 7 days. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (8)

CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1.- 3-substituted thiocarbamoylpyrazoles of the formula (I) characterized in that R1 means H2N-CS, m means the numbers 0 or 1, n represents the numbers 0, 1 or 2, R2 is alkyl, alkenyl, alkynyl, cianalquilo, tiocianatoalquilo, nitroalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, halógenoalquiltioalquilo, halógenoalquilsulfinilalquilo, halógenoalquilsulfo- nilalquilo, alqueniltioal chyle, alquenilsulfinilalquilo, alquenilsulfonilalquilo, alquiniltioalquilo, alquinilsulfinilalquilo I alkylsulfonylalkyl , nilalquilo alcoxicarbo-, halógenoalcoxicarbonilalquilo, alkoxycarbonyl, bonilo alqueniloxicar-, halógenoalcoxicarbonilo, alkylcarbonyl, alkoxyalkyl, halógenoal- coxialquilo, alcoxialquiltioalquilo, chyle alcoxialquilsulfinilal, sulfonylalkyl alkoxyalkyl-, halógenoalcoxialquiltioal chyle, halógenoalcoxialquilsul- finilalquilo, halógenoalcoxialquilsulfonilalquilo, chyle alquilaminoal, dialkylaminoalkyl, trialkylsilylalkyl; substituted cycloalkyl, cycloalkenyl or cycloalkylalkyl, respectively, if appropriate; as well as aryl, heteroaryl, arylalkyl, heteroarylalkyl, aryloxyalkyl, arythioalkyl, arylsulfinylalkyl, arylsulfonylalkyl, arylalkyloxyalkyl, arylalkylthioalkyl, arylalkysulfinylalkyl or arylalkysulfonylalkyl respectively substituted, if appropriate, in the aryl part or in the heteroaryl part, R2 further means, for the meaning of m = 0, thiocyanate, halogen, nitro, cyano, hydroxy, halogenoalkyl, halogenoalkenyl, chlorosulfonyl, alkoxy, halogenoalkoxy, alkenyloxy, haloalkenyloxy, alkylcarbonyloxy, formyl, trialkylsilylethynyl, aryloxy if any substituted or means one of the following groupings: -NHR4 , -NR4R5, -NHNH2, -CONH2, -CSNH2, -CONR4R5, -S? 2NR4R5, -CR6 = NOR7, -CH (OH) R8O -CH (CN) OR9, where R4 and R5, independently of each other, mean hydrogen, cyano, alkyl or are aryl or aralkyl substituted, respectively, if appropriate. R6 means hydrogen or alkyl, R7 signifies hydrogen, alkyl or aralkyl substituted if appropriate, R8 means alkyl or haloalkyl and R9 signifies alkyl, R3 signifies hydrogen, amino, halogen or means one of the following groupings: -NH-CO-R10, -NHR11, -OR12, -SR12 or -NR13-CX-C (R14, R15, R16), where R10 means alkyl, haloalkyl, alkoxyalkyl, or means phenyl, phenoxy or substituted pyridyl, if appropriate, R11 means alkyl, alkenyl alkynyl, formyl, alkylcarbonyl, haloalkylcarbonyl or alkoxycarbonyl, R12 means alkyl, alkenyl, alkynyl, substituted aralkyl if appropriate, dialkylaminoalkyl or means the grouping -P (= Y) (OR17) (SR18), where R17 and R18 mean independently yes, alkyl and Y means oxygen or sulfur, R13 means hydrogen, alkyl, alkoxyalkyl, propargyl, allyl, alkoxycarbonyl, alkylcarbonyl, substituted benzyl, if any, or means grouping to -CO-C (R14, R15, R16), R14 means hydrogen, alkyl, haloalkyl, halogen or means substituted phenyl if appropriate, and R15 means hydrogen, alkyl, haloalkyl, halogen, haloalkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkoxy (alkoxy) alkyl with r = 0 to 4, hydroxy, alkoxycarbonylalkyl or alkoxy, or R14 and R15, mean together with the carbon atom, with which they are bonded, an annular system with 3 to 7 members with, in given case, up to two heteroatoms and R16 means hydroxy, alkoxy, haloalkoxy, alkoxy (alkoxy) P with p = 1 to 4 or haloalkoxy (alkoxy) q with q = 1 to 4, and X means oxygen sulfur, and Ar means phenyl or substituted pyridyl, if appropriate. 2.- 3-substituted thiocarbamoylpyrazoles according to claim 1, characterized in that R1 means H2N-CS, m means the numbers 0 or 1, n means the numbers 0, 1 or 2, R2 means alkyl (with 1 to 6 carbon atoms), alkenyl (with 2 to 6 carbon atoms), alkynyl (with 2 to 6 atoms) carbon), cyano-alkyl (1 to 4 carbon atoms), thiocyanate-to the chyle (1 to 4 carbon atoms), nitro-alkyl (1 to 4 carbon atoms), alkylthio (1 to 6) carbon atoms-alkyl (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), halogenoalkylthio (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), 1 to 6 halogen atoms, halogenoalkylsulfinyl (with 1 to 4 carbon atoms) - alkyl (with 1 to 4 carbon atoms), alkyl (with 1 to 4 carbon atoms) with 1 to 6 halogen atoms, haloalkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) carbon) co n 1 to 6 halogen atoms, alkenylthio (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkenylsulfinyl (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms) ), alkenylsulfonyl with 2 to 6 carbon atoms-alkyl (with 1 to 4 carbon atoms), alkynylthio (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkynylsulfinyl (with 2 to 6) carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkynylsulfonyl (with 2 to 6 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) - carbonyl -alkyl (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) -carbonyl-alkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms, alkoxy (with 1 to 6) carbon atoms) - carbonyl, (C 1 -C 6) alkyl -carbonyl, (C 1 -C 6) alkoxy -alkyl (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 6 carbon atoms) carbon) -alkyl (with 1 to 4 carbon atoms) with 1 to 6 halogen atoms, alkoxy (with 1 to 4 carbon atoms) -alkylthio (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) ), alkoxy (with 1 to 4 carbon atoms) -alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy-alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), halogenalkoxy (with 1 to 4 carbon atoms) -alkylthio (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, haloalkoxy (with 1 to 4 carbon atoms) -alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, halogenoalkoxy (with 1 to 4 carbon atoms) -alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), di- alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), tri-alkylsilyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms); means cycloalkyl (with 3 to 6 carbon atoms), cycloalkenyl (with 5 to 6 carbon atoms) or cycloalkyl (with 3 to 6 carbon atoms) -alkyl (with 1 to 2 carbon atoms) substituted, respectively, one to five times, in the same or in different ways, and substituents may be mentioned: alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4) carbon atoms), halogen, halogenalkyl (with 1 to 4 carbon atoms), with 1 to 5 halogen atoms and halogenalkoxy (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms; or means phenyl, phenyl-alkyl (with 1 to 2 carbon atoms), phenoxy-alkyl (with 1 to 2 carbon atoms) -phenylthio-alkyl (with 1 to 2 carbon atoms), phenylsulfonyl-alkyl (with 1 to 2 carbon atoms), phenylsulfonyl-alkyl (with 1 to 2 carbon atoms), phenyl-alkyloxy (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylsulfinyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), phenyl-alkylsulfonyl (with 1 to 2 atoms carbon) -alkyl (with 1 to 2 carbon atoms), pyridyl or pyridylalkyl (with 1 to 2 carbon atoms) substituted, respectively, one to three times, in the same or in different ways, being able to quote as substituents of phenyl or pyridyl: halogen, alkyl (with 1 to 6 carbon atoms), alkenyl (with 2 to 6 carbon atoms), alkoxy (with 1 to 6 carbon atoms), alkenyloxy (with 2 to 6 carbon atoms), alkylthio (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 4 carbon atoms); halogenoalkyl (with 1 to 6 carbon atoms), halogenoalkenyl (with 2 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms), halogenalkylthio (with 1 to 4 carbon atoms), halogenoalkylsulfinyl (with 1 to 4) carbon atoms), and halogenoalkylsulfonyl (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms; cyano, nitro, hydroxy, hydrazino, dialkylhydrazino (with 1 to 6 carbon atoms), amino, alkylamino (with 1 to 6 carbon atoms), di-alkylamino (with 1 to 6 carbon atoms), alkylimino (with 1 to 6 carbon atoms), alkylcarbonyl (with 1 to 4 carbon atoms), alkylcarbonyloxy (with 1 to 4 carbon atoms), phenyl or phenoxy substituted respectively, one to three times, in the same or in different ways by halogen, by alkyl (with 1 to 4 carbon atoms), by haloalkyl (with 1 to 4 carbon atoms) carbon), with 1 to 5 halogen atoms, for alkoxy (with 1 to 4 carbon atoms) or for halogenalkoxy (with 1 to 4 carbon atoms) and for halogenalkylthio (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms, SFs or grouping
1. , R '-z-N V R " where
2. R 'and R "independently of each other, mean hydrogen or alkyl (with 1 to 6 carbon atoms) and Z means -CO or -SO2, R2 means, for the meaning m = 0, thiocyanate, chlorine, bromine, iodine, nitro , cyano, hydroxy, chlorosulfonyl, alkoxy (with 1 to 4 carbon atoms), alkenyloxy (with 2 to 4 carbon atoms); haloalkyl (with 1 to 4 carbon atoms), halogenoalkenyl (with 2 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) and halogenoalkenyloxy (with 2 to 4 carbon atoms) with respectively 1 to 5 carbon atoms halogen; alkyl carbonyloxy (with 1 to 4 carbon atoms), formyl tri- alkylsilylethynyl (with 1 to 4 carbon atoms); means phenoxy substituted, if appropriate, from one to five times, in the same or in different ways, the substituents of phenyl, which have been previously mentioned in the case of R2, being considered as substituents; preferably it also means one of the following groupings: -NHR4, -NR4R5, -NHNH2, -CONH2, -CSNH2, -CONR4R5, -SO2NR4R5, -CR6 = NOR7, -CH (OH) R8 or -CH (CN) OR9, where R4 and R5, independently of one another, mean hydrogen, cyano, alkyl (with 1 to 4 carbon atoms) or phenyl or benzyl respectively, substituted one to five times, in the same or in different ways, being considered as substituents the phenyl substituents which have already been mentioned above in the case of R2, R6 means hydrogen or alkyl (with 1 to 4 carbon atoms), R7 means hydrogen, alkyl (with 1 to 4 carbon atoms) or substituted benzyl optionally from one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned above in the case of R2 being substituted as substituents, R8 means alkyl (with 1 to 4 carbon atoms) or haloalkyl (with 1 to 4 atoms of carbon) with 1 to 5 halogen atoms, R9 means alkyl (with 1 to 4 carbon atoms), R3 means hydrogen, amino, chlorine, bromine, iodine or means one of the following groupings: -NH-CO-R10, - NHR11, -OR12, -SR12 or -NR13-CX-C (R14, R15, R16), wherein R10 means alkyl (with 1 to 4 carbon atoms), halogenoalkyl (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms, alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) or means phenyl, phenoxy or pyridyl, respectively substituted in each case from one to five times, in the same or in different ways , substituents being substituents phenyl substituents that have already been mentioned above in the case of R2, R11 means alkyl (with 1 to 4 carbon atoms), alkenyl (with 2 to 4 carbon atoms), alkynyl (with 2 to 4 carbon atoms), formyl, alkylcarbonyl (with 1 to 4 carbon atoms), haloalkylcarbonyl (with 1 to 4 atoms) carbon) with 1 to 5 halogen atoms or alkoxycarbonyl (with 1 to 4 carbon atoms), R12 means alkyl (with 1 to 4 carbon atoms), alkenyl (with 2 to 4 carbon atoms), alkynyl ( with 2 to 4 carbon atoms), di-alkylamino (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms); phenyl-alkyl (with 1 to 2 carbon atoms) optionally substituted one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned above being substituted for R 2 as substituents; or means the grouping -P (= Y) (OR17) (SR18), where R17 and R18, independently of each other, mean alkyl (with 1 to 4 carbon atoms) and Y means oxygen or sulfur, R13 means hydrogen, alkyl ( with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), propargyl, allyl, alkoxycarbonyl (with 1 to 4 carbon atoms), alkyl- carbonyl (with 1 to 4 carbon atoms), means optionally substituted benzyl from one to five times, in the same or in different ways, the substituents of phenyl which have already been mentioned above being substituted for R2 as substituents, or means the grouping -CO-C (R14, R15, R16), R14 means hydrogen, alkyl (with 1 to 4 carbon atoms), halogen, haloalkyl (with 1 to 4 carbon atoms), with 1 to 5 carbon atoms halogen or phenyl means substituted if appropriate one to five times, in the same or in different forms, substituents being substituents phenyl substituents that have been mentioned above for R2, R15 means hydrogen, alkyl (with 1 to 4 carbon atoms), halogen, haloalkyl (with 1 to 4 atoms) of carbon) and halogenoalkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms) with respectively 1 to 5 halogen atoms, alkylthio (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) - [(C 1 -C 4) alkoxy] r- (C 1 -C 4) alkyl with r = 0 to 2, hydroxy, alkoxy (with 1 to 4) carbon atoms) -carbonyl-alkyl (with 1 to 4 carbon atoms) and alkoxy (with 1 to 4 carbon atoms), or R14 and R15 together with the carbon atom, c on which they are linked, they mean an annular system with 5 to 6 or 7 members, which in any case can contain up to 2 identical or different heteroatoms, such as atoms of O, S, or N, R 16 means hydroxy, alkoxy (with 1 to 4 carbon atoms), halogenoalkoxy (with 1 to 4 carbon atoms) with 1 to 5 halogen atoms or alkoxy (with 1 to 4 carbon atoms) - [alkoxy with 1 to 4 carbon atoms)] With q = 1 or 2, X means oxygen or sulfur and Ar means phenyl or pyridyl Substituted respectively, optionally from one to three times, in the same or in different ways, the phenyl substituents being considered as substituents respectively. have been previously cited for R2. 3.- 3-substituted thiocarbamoylpyrazoles according to claim 1, characterized in that R1 means H2N-CS-, m means the numbers 0 or 1, n means the numbers 0, 1 or 2, R2 means alkyl (with 1 to 4 atoms) carbon), alkenyl (with 2 to 4 carbon atoms), alkynyl (with 2 to 4 carbon atoms), cyano-alkyl (with 1 to 2 carbon atoms), thiocyanato-alkyl (with 1 to 2 carbon atoms) ), nitro-alkyl (with 1 to 2 carbon atoms), alkylthio (with 1 to 4 carbon atoms) -alkyl with 1 to 2 carbon atoms), alkylsulfinyl (with 1 to 4 carbon atoms) -alkyl ( with 1 to 2 carbon atoms), alkylsulfonyl (with 1 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), halogenoalkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) carbon) with 1 to 5 identical or different halogen atoms, from the series consisting of fluorine, chlorine and bromine, halogenoalkylsulfinyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) arbono) and halogenoalkylsulfonyl (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine, alkenylthio (with to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkynylthio (with 2 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkoxy (with 1 to 2 carbon atoms) -carbonyl-alkyl (with 1 to 2 carbon atoms), halogenoalkoxy (with 1 to 2 carbon atoms) -carbonyl-alkyl (with 1 to 2 carbon atoms) with 1 to 5 same or different halogen atoms from the series formed by fluorine, chlorine and bromine, alkoxy (with 1 to 4 carbon atoms) -carbonyl, alkylcarbonyl (with 1 to 4 carbon atoms), alkoxy (with 1 to 4 carbon atoms) -alkyl (with 1 to 2 carbon atoms), alkoxy (with 1 to 2 carbon atoms) -alkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), halogenoalkoxy (with 1 to 2 át carbon atoms) -alkylthio (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms) with 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine, alkylamino (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms), di-alkylamino (with 1 to 2 carbon atoms) -alkyl (with 1 to 2 carbon atoms); or cyclopropyl, cyclopentyl and cyclohexyl each respectively substituted one to three times, in the same or in different forms, where substituents may be mentioned: methyl, ethyl, methoxy, ethoxy, fluorine, chlorine, bromine, trifluoromethyl and trifluoromethoxy; or means phenyl, benzyl, phenoxymethyl, phenoxyethyl, phenylthiomethyl, phenylthioethyl, benzyloxymethyl, benzylthiomethyl, pyridyl or pyridylmethyl, each optionally substituted one to three times, in the same or in different ways, which may be mentioned as phenyl or pyridyl substituents : fluorine, chlorine, bromine, alkyl (with 1 to 4 carbon atoms), allyl, alkoxy (with 1 to 4 carbon atoms), allyloxy, alkylthio (with 1 to 2 carbon atoms); halogenoalkyl (with 1 to 2 carbon atoms) or halogenoalkoxy (with 1 to 2 carbon atoms) or halogenoalkylthio (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms equal or different from the series formed by fluorine, chlorine, and bromine; cyano, nitro, hydroxy, hydrazino, dimethylhydrazino, amino, methylamino, dimethylamino, iminomethyl, alkylcarbonyl (with 1 to 2 carbon atoms), alkylcarbonyloxy (with 1 to 2 carbon atoms); phenyl or phenoxy substituted, if appropriate, one to two times, in the same or different manner by fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl, trifluoromethoxy or trifluoromethylthio; SFs or grouping
3. , R "-Z-N v R" where R 'and R "independently from each other, mean hydrogen or alkyl (with 1 to
4. 4 carbon atoms) and means -CO or -SO2, R2 means, for m = 0, SCN, chlorine, iodine, nitro, cyano, hydroxy, chlorosulfonyl, alkoxy (with 1 to 2 carbon atoms), allyloxy, haloalkyl ( with 1 to 2 carbon atoms) or halogenoalkoxy (with 1 to 2 carbon atoms with respectively 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine; alkylcarbonyloxy (with 1 to 2 carbon atoms) carbon), formyl -C = C-Si (CH3) 3, means phenoxy substituted, if appropriate, one to two times, in the same or in different ways, substituents which have already been mentioned for R2 being substituents; it also means -CONH2, -CSNH2, -CON (CH3) 2, -CON (C2H5) 2, -CH = NOCH3, -CH = NOC2Hs, -CH (CH3) = NOCH3 and -CH (OH) CF3, R3 means hydrogen, amino, chloro, alkylamino (with 1 to 4 carbon atoms), as well as the -NH-CO-R10 group, where R10 signifies alkyl ( with 1 to 4 carbon atoms), halogenoalkyl (with 1 to 2 carbon atoms) with 1 to 5 halogen atoms which are the same or different from the series consisting of fluorine, chlorine and bromine as well as phenyl and phenoxy substituted respectively where appropriate from one to two times, in the same or in different forms, the substituents of phenyl which have already been mentioned above for R2 being substituted as substituents and Ar means phenyl or pyridyl substituted, respectively, one to three times, respectively same or of different forms by fluorine, by chlorine, by bromine; by halogenoalkyl (with 1 to 2 carbon atoms) and by halogenoalkoxy (with 1 to 2 carbon atoms) and by haloalkylthio (with 1 to 2 carbon atoms) and by halogenoalkylsulfinyl (with 1 to 2 carbon atoms) and by halogenoalkylsulfonyl (with 1 to 2 carbon atoms) with respectively 1 to 5 halogen atoms equal or different from the series consisting of fluorine, chlorine and bromine; by alkyl (with 1 to 2 carbon atoms), by alkoxy (with 1 to 2 carbon atoms), by hydrazino, by dimethylhydrazino, by amino, by methylamino, by dimethylamino, by cyano, by SFs or by grouping where R 'and R ", independently of each other, mean hydrogen or alkyl (with 1 to 4 carbon atoms) and Z means CO or SO2, substituted 4-thiocarbamoylpyrazoles according to claim 1, characterized in that R1 means H2N-CS , m means the numbers 0 or 1, n means the numbers 0, 1 or 2, R2 means CH3, C2H5, -CH2-CH = CH2, -G = CH, -CH? CH = CH, -CH2-CN, - CH2-SCN, -CH2-NO2, -CH2-S-CH3, -CH2-S-C2H5, -CH2CH2-S-CH3, -CH2CH2-S-C2H5, -CH2-SO-C2H5, -CH2-SO2-C2H5 , -CH2-S-CF3, CH2-SO-CF3, CH2-SO2-CF3, -CH2-S-CH2-CH = CH2, -CH2-S-CH2-C = CH, -CH2-CO-OCH3, -CH2-CO-OC2H5, - ( CH2) 2-CO-OCH3, - (CH2) 2 -CO-OC2Hs, -CH2-CO-OCF3, -CO-OCH3, -CO-OC2H5, -CO-CH3, -CO-C2H5, -CH2-OCH3, -CH2-OC2H5, -CH2-S-CH2CH2-O-C2H5, -CH2-S-CH2CH2-O-CH2CF3, CH2-NHC2H5, -CH2CH2-N (CH3) 2, -CH2CH2, N (C2H5) 2, cyclopropyl, or means benzyl, benzyloxymethyl, benzylthiomethyl, phenoxymethyl, phenoxyethyl, phenylthiomethyl or phenylthioethyl substimides, respectively, optionally from one to three times, in the same or in different ways, it being possible to quote phenyl substituents respectively: fluorine, chlorine, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, methoxy, hydrazino, dimethylhydrazino, amino, methylamino, dimethylamino, cyano, methylthio, -CONH2, -CSNH2, phenyl, chlorophenyl, fluorophenyl, dichlorophenyl, phenoxy, chlorophenoxy, fluorophenoxy and dichlorophenoxy, R2 means, for m = 0, SCN, chlorine, iodine, nitro, cyano, -OCH3. -CF3 -OCF3, -O-CO0H3, -0- ^ CI, _0_Q_ _CSNH2 -CON (CH3) 2, -CH = NOCH3 and -CH (OH) CF3 R3 means hydrogen, amino, chloro, -NHCH3. and Ar means phenyl or 2-pyridyl substituted respectively two or three times, in the same or different ways by F, Cl, Br, CF3, OCF3, SCF3, SOCF3, SO2CF3, OCH2CF3, CH3 or SF5.
5. 5. Process for the preparation of substituted 3-thiocarbamoylpyrazoles according to one of claims 1 to 4, characterized in that a) 3-cyanopyrazole derivatives of the formula (II) are reacted wherein Ar, R2, R3, m and n have the meaning indicated in one of claims 1 to 4 with hydrogen sulphide, if appropriate in the presence of an auxiliary agent of the reaction and, if appropriate, in the presence of a diluent; or because b) 3-thiocarbamoylpyrazole derivatives of the formula (III) are reacted wherein Ar has the meaning indicated in one of claims 1 to 4 and R3"1 means one of the following groupings: -NHR11, -OR12 or -NR13-CX-C (R14, R15, R16), wherein R10 up R16 and X have the meaning indicated in one of claims 1 to 4 with sulfenyl halides of the formula (IV) Hal-S-R2 (IV) wherein R2 has the meaning indicated in one of claims 1 to 4 and Hal means halogen, especially chlorine or bromine, if appropriate in the presence of a diluent and, if appropriate, in the presence of a reaction auxiliary agent, or because c) the 3-thiocarbamoylpyrazole derivatives obtainable according to the processes are oxidized ( a) or (b), of the formula (la) wherein Ar, R2 and R3 have the meaning indicated in one of claims 1 to 4, with oxidizing agents, if appropriate in the presence of a diluent and, if appropriate, in the presence of a catalyst.
6. 6. - Derivatives of 3-thiocarbamoylpyrazole of the formula (la) characterized in that Ar, R2 and R3 have the meaning indicated in one of claims 1 to 4.
7. 7. Use of at least one 3-thiocarbamoylpyrazole according to one of claims 1 to 4, for the control against animal pests.
8. 8. Pesticidal agents, characterized in that they have a content in at least one 3-thiocarbamoylpyrazole according to one of claims 1 to 4, and customary extenders. SUMMARY OF THE INVENTION The invention relates to new substituted 3-thiocarbonylpyrazoles of the general formula (I), wherein m, n, R1, R2, R3 and Ar have the meaning indicated in the description, as well as various processes for their obtaining and their use as pesticidal agents.