Patent ID: 6613717
Filing Date: 2003-09-02
Classification: A01N,C07F

Abstract:
Phosphorus-containing benzoyl derivatives of the formula I in which:X is oxygen or sulfur; R1, R2 are hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, hydroxyl, C1-C6-alkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, mercapto, C1-C6-alkylthio, C3-C6-alkenylthio, C3-C6-alkynylthio, amino, C1-C6-alkylamino, di(C1-C6-alkyl)amino, (C1-C6-alkoxy)(C1-C6-alkyl)amino, (C3-C6-alkenyl)(C1-C6-alkyl)amino, (C3-C6-alkynyl)(C1-C6-alkyl)amino, di(C3-C6-alkenyl)amino or di(C3-C6-alkynyl)amino, where the abovementioned alkyl, alkenyl or alkynyl radicals may be partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, di(C1-C4-alkyl)amino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, phenyl or heterocyclyl, where the two last-mentioned radicals for their part may be partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C1-C4-alkoxycarbonyl; are phenyl or phenoxy which may by partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C1-C4-alkoxycarbonyl; or R1 and R2 together form an â€”Oâ€”(CH2)mâ€”Oâ€”, â€”Oâ€”(CH2)mâ€”Sâ€”, â€”Sâ€”(CH2)mâ€”Sâ€”, â€”NR5â€”(CH2)mâ€”NR5â€”, â€”Oâ€”(CH2)mâ€”NR5â€”, â€”Sâ€”(CH2)mâ€”NR5â€”, â€”(CH2)nâ€”Oâ€”, â€”(CH2)nâ€”Sâ€” or â€”(CH2)nâ€”NR5 chain which may carry one to three radicals from the following group: halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkoxycarbonyl or phenyl which is unsubstituted or partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C1-C4-alkoxycarbonyl; or R1 and R2 together form a â€”(CH2)p chain which may be interrupted by oxygen, sulfur or NR5 and/or may carry one to three radicals from the following group: halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkoxycarbonyl or phenyl which is unsubstituted or partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C1-C4-alkoxycarbonyl; R3 is hydrogen, nitro, cyano, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, aminosulfonyl, C1-C6-alkylaminosulfonyl, di(C1-C6-alkyl)aminosulfonyl, (C1-C6-alkylsulfonyl)amino, (C1-C6-haloalkylsulfonyl)amino, Nâ€”(C1-C6-alkyl)â€”Nâ€”(C1-C6-alkylsulfonyl)amino, Nâ€”(C1-C6-alkyl)-Nâ€”(C1-C6-haloalkylsulfonyl)amino, â€”P(&boxH;X)R1R2, phenyl or heterocyclyl, where the two last-mentioned radicals may be partially or fully halogenated and/or may carry one to three of the following groups: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C1-C4-alkoxycarbonyl; R4 is nitro, cyano, halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl or C1-C6-alkylsulfonyl; R5 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy; l is 0, 1 or 2; m is 2, 3 or 4; n is 3, 4 or 5; p is 4, 5 or 6; Q is a radical of the formula Q1R6 is hydroxyl, mercapto, halogen, OR13, SR13, SOR14, SO2R14, OSO2R14, POR15R16, OPR15R16, OPOR15R16, OPSR15R16, NR17R18, ONR18R19, N-bonded heterocyclyl or Oâ€”(N-bonded heterocyclyl), where the heterocyclyl radical of the two last-mentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; R7, R9, R11 are hydrogen, nitro, halogen, cyano, C1-C6-alkyl, C1-C6-haloalky, di(C1-C6-alkoxy)methyl, di(C1-C6-alkylthio)methyl, (C1-C6-alkoxy)(C1-C6-alkylthio)methyl, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl or C1-C6-haloalkoxycarbonyl; R8, R10, R12 are hydrogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio or C1-C6-alkoxycarbonyl; or R7 and R8 or R9 and R10 or R11 and R12 together form an â€”Oâ€”(CH2)uâ€”Oâ€”, â€”Oâ€”(CH2)uâ€”Sâ€”, â€”Sâ€”(CH2)uâ€”Sâ€”, â€”Oâ€”(CH2)vâ€” or â€”Sâ€”(CH2)v chain which may be substituted by one to three radicals from the following group: halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl; or R7 and R8 or R9 and R10 or R11 and R12 together form a â€”(CH2)w chain which may be interrupted by oxygen or sulfur and/or may be substituted by one to four radicals from the following group: halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl; or R7 and R8 or R9 and R10 or R11 and R12 together form a methylidene group which may be substituted by one to two radicals from the following group: halogen, hydroxyl, formyl, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl or C1-C6-haloalkylsulfonyl; or R7 and R8 or R9 and R10 or R11 and R12 together with the carbon to which they are attached form a carbonyl group; or R7 and R9 or R9 and R11 or R7 and R11 together form a â€”(CH2)v chain which may be substituted by one to three radicals from the following group: halogen, C1-C6-alkyl, C1-C6-alkoxy, hydroxyl or C1-C6-alkoxycarbonyl; R13 is C1-C6-alkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6cycloalkyl, C1-C20-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C3-C6-cycloalkylcarbonyl, C1-C6-alkylaminocarbonyl, C1-C6-alkylcarbonyl-C1-C6-alkyl or C1-C6-alkoxyimino-C1-C6-alkyl, where the abovementioned alkyl and cycloalkyl radicals may be partially or fully halogenated and/or may carry one to three of the following groups: cyano, C1-C4-alkoxy, C1-C4-alkylthio, di(C1-C4-alkyl)amino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkoxy-C1-C4-alkoxycarbonyl, di(C1-C4-alkyl)amino-C1-C4-alkoxycarbonyl, hydroxycarbonyl, C1-C4-alkylaminocarbonyl, di(C1-C4-alkyl)-aminocarbonyl, aminocarbonyl, C1-C4-alkylcarbonyloxy or C3-C6-cycloalkyl; is phenyl, heterocyclyl, phenyl-C1-C6-alkyl, heterocyclyl-C1-C6-alkyl, phenylcarbonyl, heterocyclylcarbonyl, phenylaminocarbonyl or heterocyclylaminocarbonyl, where the phenyl and the heterocyclyl radical of the 8 last-mentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; R14, R15, R16 are C1-C6-alkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6-cycloalkyl, hydroxyl, C1-C6-alkoxy, amino, C1-C6-alkylamino, C1-C6-haloalkylamino, di(C1-C6-alkyl)amino or di(C1-C6-haloalkyl)amino, where the abovementioned alkyl, cycloalkyl and alkoxy radicals may be partially or fully halogenated and/or may carry one to three of the following groups: cyano, C1-C4-alkoxy, C1-C4-alkylthio, di(C1-C4-alkyl)amino, C1-C4-alkylcarbonyl or C1-C4-alkoxycarbonyl; are phenyl, heterocyclyl, phenoxy or heterocyclyloxy, where the phenyl and the heterocyclyl radical of the last-mentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; R17 is C1-C6-alkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6-cycloalkyl, hydroxyl, C1-C6-alkoxy, C3-C6-alkenyloxy or C3-C6-alkynyloxy, where the abovementioned alkyl, cycloalkyl and alkoxy radicals may be partially or fully halogenated and/or may carry one to three radicals from the following group: cyano, C1-C4-alkoxy, C1-C4-alkylthio or di(C1-C4-alkyl)amino; is phenyl, heterocyclyl, phenyl-C1-C6-alkyl or heterocyclyl-C1-C6-alkyl, where the phenyl or heterocyclyl radical of the four last-mentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals: nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; R18, R19 are C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl or C1-C6-alkylcarbonyl; u is from 2 to 4; v is from 1 to 5; w is from 2 to 5; or an agriculturally useful salt thereof.