Substituted 3-phenylpyrazoles

C - Chemistry – Metallurgy – 07 – D

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C07D 231/20 (2006.01) A01N 43/48 (2006.01) A01N 43/56 (2006.01) A01N 43/64 (2006.01) A01N 43/72 (2006.01) C07D 231/22 (2006.01) C07D 401/02 (2006.01) C07D 401/10 (2006.01) C07D 403/02 (2006.01) C07D 403/10 (2006.01) C07D 405/02 (2006.01) C07D 405/10 (2006.01) C07D 409/02 (2006.01) C07D 411/02 (2006.01) C07D 413/02 (2006.01) C07D 417/02 (2006.01)

Patent

CA 2191797

Substituted 3-phenylpyrazoles (I) in which: R1 represents -C(R8)=C(R7,R12), (a), -C(R9,R10)-C(R8,R11,R12), (b), (c), -C(R9)=C(R8)-phenyl or -C(R9,R10)- C(R8,R13)-phenyl; R2 represents CN, CF3, halogen; R3 represents H, C1-C4- alkyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl; R4 represents C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl; R5 represents H, NO2, halogen, carboxylic acid/ester radical, substituted or unsubstituted aminocarbonyl; R6 represents H, halogen; Y represents -O-, -S-, - CH2-; Z represents 2- to 5-membered chain; R7 represents CN, halogen, C1-C4- alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, carboxylic acid/ester radical, substituted or unsubstituted aminocarbonyl; R8, R9, R10, R13 represent H, CN, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, carboxylic acid/ester radical, substituted or unsubstituted -N(H)-CO-R25, amino or aminocarbonyl: R11 represents CN, halogen, carboxylic acid/ester radical, substituted or unsubstituted amino or aminocarbonyl, azido, OH, (halo)alkoxy, alkenyloxy, alkylcarbonyloxy; R12 represents isoxazolidinylcarbonyl, carboxylic acid/ester radical, acid amide group, -CO-O-N=C(R31)-(C1-C6-alkyl), -CO-O-N=C(R31)-CO-O- (C1-C6-alkyl), -CO-O-N=C(R31)-(C1-C4-alkyl)-CO-O-(C1-C4-alkyl)-CO-O-CH2-R14, - CO-O-C(R14)-(C1-C4-alkyl), substituted or unsubstituted aminocarbonyl or aminothiocarbonyl, -CO-NH-SO2-(C1-C4-alkyl), -CO-R36, -CO-O-(C1-C4-alkyl)- C(R14)=N-O-(C1-C4-alkyl), substituted or unsubstituted -CO-NH-CH(R30)- (COOH/ester) substituted or unsubstituted cyclopentyliminooxy- or cyclohexyliminooxycarbonyl; R14 represents H, C1-C4-alkyl, phenyl, benzyl; R25, R30 represents H, C1-C6-alkyl, C1-C6-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl, substituted or unsubstituted C3-C7-cycloalkyl, phenyl or phenyl-C1-C6-alkyl; R31 represents C1-C6-alkyl, C1-C4-haloalkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6- alkoxycarbonyl-C1-C4-alkyl, di-[C1-C6-alkoxycarbonyl]-C1-C4-alkyl, C3-C6- cycloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, 2-furyl, substituted or unsubstituted phenyl; R36 represents H, halogen, C1-C4-alkyl, C2-C4-alkenyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, are used as herbicides.

On utilise des 3-phénylpyrazoles substitués de la formule (I) en tant qu'herbicides. Dans cette formule, R?1¿ représente -C(R?8¿)=(R?7¿,R?12¿), (a), -C(R?9¿,R?10¿)-C(R?8¿,R?11¿,R?12¿), (b), (c), -C(R?9¿)=C(R?8¿)-phenyle ou -C(R?9¿,R?10¿)-C(R?8¿,R?13¿)-phényle; R?2¿ représente CN, CF¿3?, halogène; R?3¿ représente H, alcoyle C¿1?-C¿4?, haloalcoyle C¿1?-C¿4?, alcoxy C¿1?-C¿4?-alcoyle C¿1?-C¿4?; R?4¿ représente alcoxy C¿1?-C¿4?, haloalcoxy C¿1?-C¿4?, alcoylthio C¿1?-C¿4?, haloalcoylthio C¿1?-C¿4?, alcoylsulfinyle C¿1?-C¿4?, haloalcoylsulfinyle C¿1?-C¿4?, alcoylsulfonyle C¿1?-C¿4?, haloalcoylsulfonyle C¿1?-C¿4?; R?5¿ représente H, NO¿2?, halogène, un radical ester/acide carboxylique, aminocarbonyle substitué ou non; R?6¿ représente H, halogène; Y représente -O-, -S-, -CH¿2?-; Z représente une chaîne possédant 2 à 5 chaînons; R?7¿ représente CN, halogène, alcoyle C¿1?-C¿4?, haloalcoyle C¿1?-C¿4?, alcényle C¿2?-C¿4?, un radical ester/acide carboxylique, aminocarbonyle substitué ou non; R?8¿, R?9¿, R?10¿ R?13¿ représentent H, CN, halogène, alcoyle C¿1?-C¿4?, haloalcoyle C¿1?-C¿4?, alcényle C¿2?-C¿4?, un radical ester/acide carboxylique, -N(H)-CO-R?25¿, substitué ou non, amino ou aminocarbonyle; R?11¿ représente CN, halogène, un radical ester/acide carboxylique, amino ou aminocarbonyle substitué ou non, azido, OH, (halo)alcoxy, alcényloxy, alcoylcarbonyloxy; R?12¿ représente isoxazolidinylcarbonyle, un radical ester/acide carboxylique, un groupe amide acide, -CO-O-N=C(R?31¿)-(alcoyle C¿1?-C¿6?), -CO-O-N=C(R?31¿)-CO-O-(alcoyle C¿1?-C¿6?), -CO-O-N=C(R¿31?)-(alcoyle C¿1?-C¿4?)-CO-O-(alcoyle C¿1?-C¿4?), -CO-O-CH¿2?-R?14¿, -CO-O-CH¿2?-R?14¿, -CO-O-C(R?14¿)-(alcoyle C¿1?-C¿4?), aminocarbonyle ou aminothiocarbonyle substitué ou non, -CO-NH-SO¿2?-(alcoyle C¿1?-C¿4?), -CO-R?36¿, -CO-O-(alcoyle C¿1?-C¿4?)-C(R?14¿)=N-O-(alcoyle C¿1?-C¿4?), -CO-NH-CH(R?30¿)-(COOH/ester) substitué ou non, cyclopentyliminooxy- ou cyclohexyliminooxycarbonyle substitué ou non; R?14¿ représente H, alcoyle C¿1?-C¿4?, phényle, benzyle; R?25¿, R?30¿ représentent H, alcoyle C¿1?-C¿6?, haloalcoyle C¿1?-C¿6?, alcoxy C¿1?-C¿4?-alcoyle C¿1?-C¿4?, cycloalcoyle C¿3?-C¿7? substitué ou non, phényle ou phényle-alcoyle C¿1?-C¿6?; R?31¿ représente alcoyle C¿1?-C¿6?, haloalcoyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?-alcoyle C¿1?-C¿4?, alcoxycarbonyle C¿1?-C¿6?-alcoyle C¿1?-C¿4?, di-[alcoxycarbonyle C¿1?-C¿6?]-alcoyle C¿1?-C¿4?, cycloalcoyle C¿3?-C¿6?, alcoxy C¿1?-C¿6?, alcoxycarbonyle C¿1?-C¿6?, 2-furyle, phényle substitué ou non; R?36¿ représente H, halogène, alcoyle C¿1?-C¿4?, alcényle C¿2?-C¿4?, haloalcoyle C¿1?-C¿4?, alcoxy C¿1?-C¿4?-alcoyle C¿1?-C¿4?, alcoylthio C¿1?-C¿4?-alcoyle C¿1?-C¿4?.

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