Patent ID: 6365552
Filing Date: 2002-04-02
Classification: A01N,C07D,C07F

Abstract:
A 3-phenylpyrazole of formula I whereinR1 is â€”Oâ€”R6, â€”Sâ€”R6, â€”SOâ€”R6, â€”SO2â€”R6 or â€”SO2â€”N(R7,R8); R2 is cyano, trifluoromethyl or halogen; R3 is hydrogen, C1-C4-alkyl or C1-C4-haloalkyl; R4 is C1-C4-alkyl or C1-C4-haloalkyl; R5 is hydrogen, nitro, halogen, â€”COOR29 or â€”COâ€”N(R30,R31); Z is oxygen, sulfur, â€”SOâ€” or â€”SO2â€”; R6 is C1-C8-alkyl, C3-C6-alkynyl or (C1-C8-alkoxy)carbonyl-C1-C6-alkyl; R7 is hydrogen or C1-C8-alkyl; R8 is hydrogen, C1-C8-alkyl or (C1-C4-alkoxy)carbonyl-C1-C4â€”alkyl; R19 is hydrogen, C1-C4-alkyl, phenyl or benzyl; R29 is hydrogen, C1-C8-alkyl, C1-C8-haloalkyl, C3-C7-cycloalkyl which may carry from one to three C1-C3-alkyl radicals, C3-C6-alkenyl, C5-C7-cycloalkenyl which may carry from one to three C1-C3-alkyl radicals, C3-C6-haloalkenyl, cyano-C1-C8â€”alkyl, C3-C6-alkynyl, C1-C4-alkoxy-C1-C4-alkyl, 2-tetrahydrofuryl-C1-C8-alkyl, 3-oxetanyl, 3-thietanyl, carboxyl-C1-C6-alkyl, (C1-C8-alkoxy)carbonyl-C1-C6-alkyl, C1-C4-alkoxy-(C1-C4-alkoxy)carbonyl-C1-C6-alkyl, cyclopropylmethyl, (1-methylthiocycloprop-1-yl)methyl, C3-C9-(&agr;-alkylalkylidene)iminooxy-C1-C6-alkyl, (C1-C4-alkyl)carbonyl, C1-C4-alkyl which is substituted by â€”C(R19)&boxH;Nâ€”Oâ€”(C1-C4-alkyl), â€”C(R19)&boxH;Nâ€”Oâ€”(C1-C4-haloalkyl), â€”C(R19)&boxH;Nâ€”Oâ€”(C3-C6-alkenyl), â€”C(R19)&boxH;Nâ€”Oâ€”(C3-C6-haloalkenyl) or â€”C(R19)&boxH;Nâ€”Oâ€”(C1-C4-alkyl)â€”R34, phenyl, phenyl-C1-C6-alkyl, phenyl-C2-C6-alkenyl, phenyl-C3-C6-alkynyl or phenoxy-C1-C6-alkyl, where the phenyl ring is unsubstituted or carries from one to three radicals selected from the group consisting of halogen, nitro, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkyl and C2-C6-alkenyl, 5- or 6-membered heteroaryl, heteroaryl-C1-C6-alkyl, heteroaryl-C3-C6-alkenyl, heteroaryl-C3-C6-alkynyl or heteroaryloxy-C1-C6-alkyl, where the heteroaromatic radical contains from one to three hetero atoms selected from the group consisting of one or two nitrogen atoms, and one oxygen or sulfur atom, and where the heteroaromatic radical may carry on each substitutable ring member a radical selected from the group consisting of hydroxyl, halogen, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio and C1-C4-alkyl; R30 and R31 are independently of one another hydrogen, C1-C8-alkyl, C1-C8-haloalkyl, C2-C8-alkenyl, C2-C8-alkynyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, cyano-C1-C8-alkyl, carboxyl-C1-C4-alkyl, (C1-C4-alkoxy)carbonyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, C3-C8-cycloalkyl, C1-C6-alkoxy, (C3-C6-cycloalkoxy)-carbonyl-C1-C4-alkyl, C1-C4-alkoxy-(C1-C4-alkoxy)carbonyl-C1-C4-alkyl, (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, tetrahydrofuran-2-on-3-yl, phenyl or phenyl-C1-C4-alkyl, where the phenyl ring is unsubstituted or carries one to three radicals selected from the group consisting of halogen, nitro, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkyl and C2-C6-alkenyl,5- or 6-membered heteroaryl or heteroaryl-C1-C4-alkyl, where the heteroaromatic radical contains from one to three hetero atoms selected from the group consisting of one or two nitrogen atoms, and one oxygen or sulfur atom, and where the heteroaromatic radical may carry on each substitutable ring atom a radical selected from the group consisting of hydroxyl, halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio and C1-C4-haloalkyl; or R30 and R31 together form a tetramethylene, pentamethylene or ethyleneoxyethylene chain which may carry from one to three C1-C4-alkyl radicals and a radical â€”COOR6; R34 is phenyl or 5- or 6-membered heteroaryl containing from one to three hetero atoms selected from the group consisting of two nitrogen atoms and one oxygen or sulfur atom, where the phenyl or heteroaryl ring may carry on each substitutable ring member a substituent selected from the group consisting of hydroxyl, nitro, cyano, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-alkylthio, or an agriculturally usable salt of I.