Herbicidally active substituted phenylpyrimidine hydrazides

A compound of formula (I)

• And/or an agrochemically acceptable salt thereof, in which the symbols and indices have the following meanings:
• R1 represents (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl or heterocyclyl, where these three aforementioned radicals are each substituted by s radicals from the group consisting of halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkenyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkenyl-(C1-C6)-alkyl, R8(O)C, R8O(O)C, (R8)2N(O)C, R8O, (R8)2N, R9(O)nS, phenyl, heteroaryl, heterocyclyl, phenyl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl and heterocyclyl-(C1-C6)-alkyl, where the six latter radicals are substituted by m radicals from the group consisting of (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy and halogen, and where cycloalkyl, cycloalkenyl and heterocyclyl each independently bear n oxo groups,
• R2 represents (R17) (R18) N(R19)N,
• or
• R2 represents R17R18C═N—(R19)N,
• R3, R4, R5, R6 and R7 each independently represent hydrogen, nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, R8(O)C, R8(R8ON═)C, R8O(O)C, (R8)2N(O)C, R8(R8O)N(O)C, (R8)2N(R8)N(O)C, R8(O)C(R8)N(O)C, R9O(O)C(R8)N(O)C, (R8)2N(O)C(R8)N(O)C, R9(O)2S(R8)N(O)C, R8O(O)2S(R8)N(O)C, (R8)2N(O)2S(R8)N(O)C, R8O, R8(O)CO, R9(O)2SO, R9O(O)CO, (R8)2N(O)CO, (R8)2N, R8(O)C(R8)N, R9(O)2S(R8)N, R9O(O)C(R8)N, (R8)2N(O)C(R8)N, R8O(O)2S(R8)N, (R8)2N(O)2S(R8)N, R9(O)nS, R8O(O)2S, (R8)2N(O)2S, R8(O)C(R8)N(O)2S, R9O(O)C(R8)N(O)2S, (R8)2N(O)C(R8)N(O)2S, (R12O)2(O)P, R8(O)C—(C1-C6)-alkyl, R8O(O)C—(C1-C6)-alkyl, (R8)2N(O)C—(C1-C6)-alkyl, (R8O)(R8)N(O)C—(C1-C6)-alkyl, (R8)2N(R8)N(O)C—(C1-C6)-alkyl, R8(O)C(R8)N(O)C—(C1-C6)-alkyl, R9O(O)C(R8)N(O)C—(C1-C6)-alkyl, (R8)2N(O)C(R8)N(O)C—(C1-C6)-alkyl, R9(O)2S(R8)N(O)C—(C1-C6)-alkyl, R8O(O)2S(R8)N(O)C—(C1-C6)-alkyl, (R8)2N(O)2S(R8)N(O)C—(C1-C6)-alkyl, NC—(C1-C6)-alkyl, R8O—(C1-C6)-alkyl, R8(O)CO—(C1-C6)-alkyl, R9(O)2SO—(C1-C6)-alkyl, R9O(O)CO—(C1-C6)-alkyl, (R8)2N(O)CO—(C1-C6)-alkyl, (R8)2N—(C1-C6)-alkyl, R8(O)C(R8)N—(C1-C6)-alkyl, R9(O)2S(R8)N—(C1-C6)-alkyl, R9O(O)C(R8)N—(C1-C6)-alkyl, (R8)2N(O)C(R8)N—(C1-C6)-alkyl, R8O(O)2S(R8)N—(C1-C6)-alkyl, (R8)2N(O)2S(R8)N—(C1-C6)-alkyl, R9(O)nS—(C1-C6)-alkyl, R8O(O)2S—(C1-C6)-alkyl, (R8)2N(O)2S—(C1-C6)-alkyl, R8(O)C(R8)N(O)2S—(C1-C6)-alkyl, R9O(O)C(R8)N(O)2S—(C1-C6)-alkyl, (R8)2N(O)C(R8)N(O)2S—(C1-C6)-alkyl, (R12O)2(O)P—(C1-C6)-alkyl, phenyl, heteroaryl, heterocyclyl, phenyl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl or heterocyclyl-(C1-C6)-alkyl, where the six latter radicals are each substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, R8O(O)C, (R8)2N(O)C, R8O, (R8)2N, R9(O)nS, R8O(O)2S, (R8)2N(O)2S and R8O—(C1-C6)-alkyl, and where cycloalkyl and heterocyclyl each independently bear n oxo groups,
• R8 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl or (C1-C6)-alkylthio-(C1-C6)-alkyl, where the twelve latter radicals bear s halogens,
• or
• R8 represents phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl, heterocyclyl-(C1-C6)-alkyl, phenyl-O—(C1-C6)-alkyl, heteroaryl-O—(C1-C6)-alkyl, heterocyclyl-O—(C1-C6)-alkyl, phenyl-N(R10)—(C1-C6)-alkyl, heteroaryl-N(R10)—(C1-C6)-alkyl, heterocyclyl-N(R10)—(C1-C6)-alkyl, phenyl-S(O)n—(C1-C6)-alkyl, heteroaryl-S(O)n—(C1-C6)-alkyl or heterocyclyl-S(O)n—(C1-C6)-alkyl, where the radicals are each substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl, and where (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl and heterocyclyl each independently bear n oxo groups,
• or
• the R8 radicals form a ring with the heteroatom or with the heteroatoms via which they are bonded, specifically a heterocyclyl, heterocyclenyl, heteroaryl, arylheterocyclyl, arylheterocyclenyl, heteroarylheterocyclyl, heteroarylheterocyclenyl, heterocyclylheteroaryl or heterocyclenylheteroaryl, where each of these rings in turn is substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl and oxo,
• R9 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl or (C1-C6)-alkylthio-(C1-C6)-alkyl, where the radicals bear s halogens,
• or
• R9 represents phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl, heterocyclyl-(C1-C6)-alkyl, phenyl-O—(C1-C6)-alkyl, heteroaryl-O—(C1-C6)-alkyl, heterocyclyl-O—(C1-C6)-alkyl, phenyl-N(R10)—(C1-C6)-alkyl, heteroaryl-N(R10)—(C1-C6)-alkyl, heterocyclyl-N(R10)—(C1-C6)-alkyl, phenyl-S(O)n—(C1-C6)-alkyl, heteroaryl-S(O)n—(C1-C6)-alkyl or heterocyclyl-S(O)n—(C1-C6)-alkyl, where the radicals are each substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl, and where (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl and heterocyclyl each independently bear n oxo groups,
• R10 represents hydrogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl or phenyl,
• R11 represents (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl or phenyl,
• R12 represents hydrogen or (C1-C4)-alkyl,
• R13 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl or (C1-C6)-alkylthio-(C1-C6)-alkyl, where the twelve latter radicals are substituted by s radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl and oxo,
• or
• R13 represents phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl, heterocyclyl-(C1-C6)-alkyl, phenyl-O—(C1-C6)-alkyl, heteroaryl-O—(C1-C6)-alkyl, heterocyclyl-O—(C1-C6)-alkyl, phenyl-N(R10)—(C1-C6)-alkyl, heteroaryl-N(R10)—(C1-C6)-alkyl, heterocyclyl-N(R10)—(C1-C6)-alkyl, phenyl-S(O)n—(C1-C6)-alkyl, heteroaryl-S(O)n—(C1-C6)-alkyl or heterocyclyl-S(O)n—(C1-C6)-alkyl, where the radicals are each substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl, and where (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl and heterocyclyl each independently bear n oxo groups,
• R14 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkenyl-(C1-C6)-alkyl-O—(C1-C6)-alkyl or (C1-C6)-alkylthio-(C1-C6)-alkyl, where
• the 12 latter radicals are substituted by s radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl and oxo,
• or
• R14 represents phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl, heterocyclyl-(C1-C6)-alkyl, phenyl-O—(C1-C6)-alkyl, heteroaryl-O—(C1-C6)-alkyl, heterocyclyl-O—(C1-C6)-alkyl, phenyl-N(R10)—(C1-C6)-alkyl, heteroaryl-N(R10)—(C1-C6)-alkyl, heterocyclyl-N(R10)—(C1-C6)-alkyl, phenyl-S(O)n—(C1-C6)-alkyl, heteroaryl-S(O)n—(C1-C6)-alkyl or heterocyclyl-S(O)n—(C1-C6)-alkyl, where the radicals are each substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl, and where (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl and heterocyclyl each independently bear n oxo groups,
• R17 and R18 and R19 independently represent R13 or R14S(O)2, (R13)2NS(O)2, R13OS(O)2, R13C(O), (R13)2NC(O), (R13)2NC(S), R13OC(O), R13OC(O)C(O), (R13)2NC(O)C(O),
• or the (R17 and R18) or (R17 and R19) radicals form a ring with the carbon atom, or with the heteroatom or with the heteroatoms via which they are bonded, specifically a cycloalkyl, cycloalkenyl, heterocyclyl, heterocyclenyl, heteroaryl, arylheterocyclyl, arylheterocyclenyl, heteroarylheterocyclyl, heteroarylheterocyclenyl, heterocyclylheteroaryl or heterocyclenylheteroaryl, where each of these rings in turn is substituted by m radicals from the group consisting of nitro, halogen, cyano, thiocyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, R10O(O)C, (R10)2N(O)C, R10O, (R10)2N, R11(O)nS, R10O(O)2S, (R10)2N(O)2S and R10O—(C1-C6)-alkyl and oxo,
• m represents 0, 1, 2, 3, 4 or 5,
• n represents 0, 1 or 2,
• s represents 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11.