Herbicides

A compound of the formula I

• in which
• A is ═N— or
• n13 is 1, 2 or 3;
• R1 is hydrogen, C1-C4alkyl, C1-C4halogenoalkyl, cyano-C1-C4alkyl, C3- or C4alkenyl, C3- or C4halogenoalkenyl, C3- or C4alkynyl or C3-C6cycloalkyl;
• R2 is C1-C4halogenoalkyl;
• R3 is hydrogen, C1-C4alkyl, C1-C4halogenoalkyl, C1-C4hydroxyalkyl, C2-C6alkenyl, C2-C6-halogenoalkenyl, C2-C6alkynyl, halogen, cyano, NH2C(S)—, nitro, OHC— or R18R19N—;
• R18 and R19 independently of one another are hydrogen, C1-C4alkyl, C1-C4halogenoalkyl, C3-C4alkenyl, C3-C4halogenoalkenyl, C3-C6cycloalkyl, C3-C6alkynyl, C1-C6alkylcarbonyl, C1-C6halogenoalkylcarbonyl, C2-C6alkenylcarbonyl, C2-C6halogenoalkenylcarbonyl, C1-C6alkylsulfonyl or C1-C6halogenoalkylsulfonyl;
• R11 is hydrogen, fluorine, chlorine, bromine or methyl;
• R13 is hydrogen, halogen, cyano, CIS(O)2—, CIC(O)—, nitro, amino,
• HS—, R20NH— or
• R20R21 N—;
• R20 and R21 independently of one another are C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8halogenoalkyl, C3-C8halogenoalkenyl, C1-C4alkylcarbonyl, C1-C4-halogenoalkylcarbonyl, C1-C4alkylsulfonyl, C1-C4halogenalkylsulfonyl, benzyl or benzyl which is substituted on the phenyl ring once to three times by halogen, C1-C4alkyl or C1-C4-halogenoalkyl;
• or
• R13 is R30O—;
• R30 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8-halogenoalkyl, C3-C8halogenoalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C3-C6alkynyloxy-C1-C4alkyl, C1-C4alkoxy-C1-C4alkoxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, C1-C8alkoxycarbonyl, C3-C8alkenyloxycarbonyl, benzyloxycarbonyl, phenyl, benzyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl, where these aromatic and heteroaromatic rings mentioned can be unsubstituted or substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl;
• or
• R30 is R31X1C(O)—C1-C8alkyl- or
• X1 is oxygen, sulfur or
• R31 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8-halogenoalkyl, C3-C8halogenoalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl or benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl;
• R32 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl or C1-C8-halogenoalkyl;
• or
• R13 is R33S(O)n2—;
• n2 is 0, 1 or 2;
• R33 is C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cyCloalkyl, C1-C8halogenoalkyl, C3-C8halogenoalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4-alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl or benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl, and, if n2 is 0,
• R33 is hydrogen, C1-C8alkylcarbonyl or R34X2C(O)—;
• X2 is oxygen, sulfur or
• R34 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8-halogenoalkyl, C3-C8halogenoalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl or benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl;
• R35 is hydrogen, C1-C8alkyl or C3-C8alkenyl;
• or
• R13 is R36R37NS(O)2—;
• R36 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C3-C8alkynyl or C3-C6cycloalkyl;
• R37 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-CBalkynyl, C1-C8halogenoalkyl, C1-C4-alkylcarbonyl, C1-C4halogenoalkylcarbonyl, benzoyl or benzoyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl;
• R13 is R40C(O)—;
• R40 is hydrogen, fluorine, chlorine, C1-C8alkyl, C2-C8alkenyl, C2-C8alkynyl, C3-C6cycloalkyl, C1-C8halogenoalkyl, cyano-C1-C4alkyl, C2-C8halogenoalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl or benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4-halogeno-alkyl;
• or
• R13 is R50X3C(O)—;
• X3 is oxygen, sulfur,
• R50 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8-halogenoalkyl, C3-C8halogenoalkenyl, cyano-C1-C4alkyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, (oxiranyl)—CH2—, oxetanyl-, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl or benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl, phenyl-C2-C6alkyl, C1-C6alkyl-CO—C1-C4alkyl,
• R53X4C(O)—C1—C6alkyl,
• or R53X4C(O)—C3-C6cycloalkyl;
• X4 is oxygen, sulfur,
• R53 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8-halogenoalkyl, C3-C8halogenoalkenyl, cyano-C1-C4alkyl, C1-C4alkoxy-C1-C4alkyl, C3-C6-alkenyloxy-C1-C4alkyl, (oxiranyl)—CH2—, oxetanyl-, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is substituted once to three times by halogen, C1-C4alkyl or C1-C4halogenoalkyl, benzyl, benzyl which is substituted once to three times on the phenyl ring by halogen, C1-C4alkyl or C1-C4halogenoalkyl, or phenyl-C2-C6alkyl;
• R51, R52, R54and R55 independently of one another are hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C1-C8halogenoalkyl or benzyl;
• or
• R13 is B1-C1-C8alkyl, B1-C2-C8alkenyl,
• B1-C2-C8alkynyl, B1-C1-C8halogenoalkyl,
• B1-C2-C8halogenoalkenyl, B1-C1-C4alkoxy-C1-C4alkyl, B1-C1-C4alkylthio-C1-C4alkyl or
• B1-C3-C6cycloalkyl;
• B1 is hydrogen, cyano, hydroxyl, C1-C8alkoxy, C3-C8alkenyloxy, R60X5C(O)—, C1-C4-alkylcarbonyl or C1-C4halogenoalkylcarbonyl;
• X5 has the meaning of X4;
• R60 has the meaning of R53 ;
• or
• R13 is B2-C(R70)═CH—;
• B2 is nitro, cyano or R71X6C(O)—;
• R70 is cyano or R72X7C(O)—;
• X6 and X7 have the meaning of X4;
• and
• R71 and R72 have the meaning of R53,
• or a pyrazole N-oxide, agrochemically tolerated salt or stereoisomer of this compound of the formula I.