Heterocyclically substituted aromatic amino compounds with a herbicidal effect

An aromatic amino compound of the formula

• wherein
• R1 represents a moiety selected from the group consisting of hydrogen;
• hydroxyl;
• amino;
• alkyl, alkoxy, alkylamino, or dialkylamino, each of which has 1 to 6 carbon atoms in the alkyl groups;
• —CQ1—R5;
• and —CQ1—Q2—R6;
• R2 is selected from the group consisting of —CQ1—R5 and —CQ1—Q2—R6;
• R3 represents a moiety selected from the group consisting of hydrogen;
• hydroxyl;
• amino;
• carboxyl;
• cyano;
• carbamoyl;
• thiocarbamoyl;
• nitro;
• halogen;
• unsubstituted alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, or alkylsulphonyl, each of which has 1 to 6 carbon atoms in the alkyl groups;
• cyano-, halogen-, or C1-C4-alkoxy-substituted alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, or alkylsulphonyl, each of which has 1 to 6 carbon atoms in the alkyl groups;
• —SO2—NH—R5;
• —NH—SO2—R7;
• —N(SO2—R7)2;
• and —N(SO2—R7)(CO—R5);
• R4 represents a moiety selected from the group consisting of hydrogen;
• hydroxyl;
• amino;
• carboxyl;
• cyano;
• carbamoyl;
• thiocarbamoyl;
• nitro;
• halogen;
• unsubstituted alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, or alkylsulphonyl, each of which has 1 to 6 carbon atoms in the alkyl groups;
• cyano-, halogen- or C1-C4-alkoxy-substituted alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, or alkylsulphonyl, each of which has 1 to 6 carbon atoms in the alkyl groups;
• —SO2—NH—R5;
• —NH—SO2—R7;
• —N(SO2—R7)2;
• and —N(SO2—R7)(CO—R5);
• Q1 and Q2 each represent O;
• R5 represents a moiety selected from the group consisting of hydrogen;
• unsubstituted or cyano-, halogen-, or C1-C4-alkoxy-substituted alkyl which has 1 to 6 carbon atoms;
• cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, halogen, or C1-C4-alkyl;
• and aryl or arylalkyl, each of which has 6 or 10 carbon atoms in the aryl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, nitro, halogen, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy, or C1-C4-halogenoalkoxy;
• R6 represents a moiety selected from the group consisting of alkyl which has 1 to 6 carbon atoms and which is optionally substituted by cyano, halogen, or C1-C4-alkoxy;
• alkenyl or alkynyl, each of which has 2 to 6 carbon atoms and each of which is optionally substituted by halogen;
• cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, halogen, or C1-C4-alkyl;
• and aryl or arylalkyl, each of which has 6 or 10 carbon atoms in the aryl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, nitro, halogen, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy, or C1-C4-halogenoalkoxy;
• R7 represents a moiety selected from the group consisting of alkyl which has 1 to 6 carbon atoms and which is optionally substituted by halogen;
• cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl moiety and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by halogen;
• and aryl or arylalkyl, each of which has 6 or 10 carbon atoms in the aryl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, nitro, halogen, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy, C1-C4-halogenoalkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, or C1-C4-alkoxy-carbonyl;
• Z represents
• wherein
• R8 represents a moiety selected from the group consisting of hydrogen;
• amino;
• nitro;
• cyano;
• carboxyl;
• carbamoyl;
• thiocarbamoyl;
• halogen;
• alkyl which has 1 to 6 carbon atoms and which is optionally substituted by cyano, halogen or C1-C4-alkoxy;
• alkenyl or alkynyl, each of which has 2 to 6 carbon atoms and each of which is optionally substituted by halogen;
• alkoxy or alkoxycarbonyl, each of which has 1 to 6 carbon atoms in the alkyl groups and each of which is optionally substituted by cyano, halogen or C1-C4-alkoxy;
• alkenyloxy, or alkynyloxy, each of which has 3 to 6 carbon atoms and each of which is optionally substituted by halogen;
• alkylthio which has 1 to 6 carbon atoms and which is optionally substituted by cyano, halogen, or C1-C4-alkoxy;
• alkenylthio or alkynylthio, each of which has 3 to 6 carbon atoms and each of which is optionally substituted by halogen;
• alkylamino or dialkylamino, each of which has 1 to 6 carbon atoms in the alkyl groups, each of which is optionally substituted by cyano, halogen, or C1-C4-alkoxy;
• and cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl groups and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, halogen, or C1-C4-alkyl;
• and
• R9 represents a moiety selected from the group consisting of hydrogen;
• hydroxyl;
• amino;
• cyano;
• alkyl which has 1 to 6 carbon atoms and which is optionally substituted by cyano, halogen, or C1-C4-alkoxy;
• alkenyl or alkynyl, each of which has 2 to 6 carbon atoms and which is optionally substituted by halogen;
• alkoxycarbonyl, which is optionally substituted by cyano, halogen, or C1-C4-alkoxy;
• cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl groups and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by cyano, halogen, or C1-C4-alkyl;
• and phenyl or phenyl-C1-C4-alkyl, each of which is optionally substituted by cyano, nitro, halogen, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy and/or C1-C4-halogenoalkoxy,
• where the individual radicals R8 and R9 may have identical or different meanings.