Heterocyclic substituted 4-benzoyl-pyrazole as herbicides

A 4-benzoylpyrazole of the formula I

• where:
• R1 and R2 are each hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, —OR3, —OCOR3, —OSO2R3, —S(O)nR3, —SO2OR3, —SO2N(R3)2, —NR3SO2R3 or —NR3COR3;
• R3 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, phenyl or phenyl-C1-C6-alkyl;
• where the abovementioned alkyl radicals may be partially or fully halogenated and/or may carry one to three of the following groups:
• hydroxyl, mercapto, amino, cyano, R3, —OR3, —SR3, —N(R3)2, ═NOR3, —OCOR3, —SCOR3, —NR3COR3, —CO2R3, —COSR3, —CON(R3)2, C1-C4-alkyliminooxy, C1-C4-alkoxyamino, C1-C4-alkylcarbonyl, C1-C4-alkoxy-C2-C6-alkoxycarbonyl, C1-C4-alkylsulfonyl heterocyclyl, heterocyclyloxy, phenyl, benzyl, hetaryl, phenoxy, benzyloxy and hetaryloxy, where the eight last-mentioned radicals may in turn be substituted;
• n is 0, 1 or 2;
• Q is a pyrazole of the formula II
• which is attached in position 4 and where
• R4 is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl;
• R5 is C1-C6-alkyl, C1-C6-haloalkyl, phenyl or phenyl which 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, C1-C4-haloalkoxy;
• R6 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, phenylcarbonyl, phenylcarbonylmethyl, phenoxycarbonyl or phenylsulfonyl,
• where the four last-mentioned substituents are unsubstituted, or the phenyl ring in question 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, C1-C4-haloalkoxy;
• X1 is a straight-chain or branched C1-C6-alkylene, a C2-C6-alkenylene or a C2-C6-alkynylene chain which is interrupted by a hetero atom selected from the group consisting of:
• oxygen and sulfur,
• where the abovementioned alkylene, alkenylene or alkynylene radicals may be partially halogenated and/or may carry one to three of the following groups:
• —OR7, —OCOR7, —OCONHR7 or —OSO2R7;
• R7 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, phenyl, phenyl-C1-C6-alkyl, where the abovementioned alkyl, alkenyl or alkynyl radicals may be partially or fully halogenated and/or may be substituted by one or more of the following radicals:
• hydroxyl, mercapto, amino, cyano, nitro, formyl, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkoxy, C1-C4-haloalkoxy;
• Het is a three- to six-membered partially or fully saturated heterocyclic group or a three- to six-membered heteroaromatic group having up to three hetero atoms selected from the following three groups:
• nitrogen,
• oxygen in combination with at least one nitrogen or
• sulfur in combination with at least one nitrogen;
• where the abovementioned heterocyclic or heteroaromatic group may be partially or fully halogenated and/or may be substituted by R8;
• R8 is hydrogen, hydroxyl, mercapto, amino, cyano, nitro, formyl, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkoxy, C1-C4-haloalkoxy, where the alkyl radicals may in each case be substituted by in each case one or more of the following radicals:
• cyano, formyl, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkoxy, C1-C4-haloalkoxy;
• and agriculturally useful salts thereof.