Benzene-azo-indole dyestuffs

Monoazo dyestuff which in the form of the free acid corresponds to the formula ##STR335## wherein X represents OH, NH--SO.sub.2 --R.sub.7, ##STR336## wherein any of said phenylene radicals is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, chloro, bromo, cyano, or nitro;

• R.sub.1 and R.sub.2 represent H;
• C.sub.1 -C.sub.4 -alkyl;
• C.sub.1 -C.sub.4 -alkyl substituted by C.sub.1 -C.sub.4 -alkoxy, cyclohexyloxy, benzyloxy, phenoxy, cyano, fluoro, chloro, bromo, OH or C.sub.1 -C.sub.4 -alkylcarbonyloxy;
• phenyl;
• naphthyl;
• phenyl or naphthyl substituted by phenyl, C.sub.1 -C.sub.4 -alkyl, fluoro, chloro, bromo, nitro, or C.sub.1 -C.sub.4 -alkoxy;
• benzyl;
• 2-phenylethyl;
• benzyl or 2-phenylethyl substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, fluoro, chloro, bromo or cyano;
• cyclopentyl;
• cyclohexyl;
• or carbo-C.sub.1 -C.sub.4 -alkoxy;
• provided that at least one of R.sub.1 or R.sub.2 must be hydrogen;
• R.sub.3 represents H or C.sub.1 -C.sub.4 -alkyl,
• R.sub.4 represents hydrogen;
• fluoro;
• chloro;
• bromo;
• cyano;
• sulpho;
• C.sub.1 -C.sub.4 -alkyl;
• C.sub.1 -C.sub.4 -alkoxy;
• C.sub.1 -C.sub.4 -alkoxy substituted by OH, fluoro, chloro, bromo, or cyano;
• R.sub.5 represents C.sub.1 -C.sub.4 -alkyl;
• phenyl;
• naphthyl;
• phenyl or naphthyl substituted by phenyl, C.sub.1 -C.sub.4 -alkyl, fluoro, chloro, bromo, nitro, or C.sub.1 -C.sub.4 -alkoxy;
• R.sub.6 represents hydrogen;
• C.sub.2 -C.sub.4 -alkylcarbonyl;
• C.sub.1 -C.sub.4 -alkoxycarbonyl;
• sulpho;
• C.sub.1 -C.sub.4 -alkylsulphonyl;
• C.sub.1 -C.sub.4 -akylaminocarbonyl;
• phenylcarbonyl;
• phenyloxycarbonyl;
• phenylsulphonyl;
• or phenylaminocarbonyl;
• wherein any of the said phenyl radicals may be substituted by C.sub.1 -C.sub.4 -alkyl, fluoro, chloro, bromo, or C.sub.1 -C.sub.4 -alkoxy;
• R.sub.7 represents C.sub.1 -C.sub.4 -alkyl;
• di-C.sub.1 -C.sub.4 -alkylamino, phenyl;
• naphthyl;
• phenyl or naphthyl substituted by C.sub.1 -C.sub.4 -alkyl, fluoro, chloro, bromo, nitro, or C.sub.1 -C.sub.4 -alkoxy;
• R.sub.8 represents hydrogen;
• C.sub.1 -C.sub.4 -alkyl;
• or C.sub.1 -C.sub.4 -alkyl substituted by fluoro, chloro, bromo, cyano, hydroxyl, or C.sub.1 -C.sub.4 -alkoxy;
• R.sub.9 and R.sub.10 represent H, chloro;
• bromo;
• thiocyanato;
• cyano;
• nitro;
• C.sub.1 -C.sub.4 -alkyl;
• C.sub.1 -C.sub.4 -alkoxy;
• carbo-C.sub.1 -C.sub.4 -alkoxy;
• carbamoyl;
• sulphamoyl;
• hydroxyl;
• trifluoromethyl;
• C.sub.1 -C.sub.4 -alkylsulphonyl;
• phenylsulphonyl;
• or benzylsulphonyl;
• R.sub.11 represents hydrogen, chloro;
• bromo;
• C.sub.1 -C.sub.4 -alkyl;
• trifluoromethyl;
• C.sub.1 -C.sub.4 -alkylsulphonyl;
• phenylsulphonyl;
• benzylsulphonyl;
• carbamoyl;
• or sulphamoyl;
• wherein said carbamoyl and said sulphamoyl radicals in R.sub.9, R.sub.10, and R.sub.11 are unsubstituted, mono- or disubstituted by C.sub.1 -C.sub.4 -alkyl;
• C.sub.1 -C.sub.4 -alkyl substituted by fluoro, chloro, bromo, cyano, hydroxyl, or C.sub.1 -C.sub.4 -alkoxy;
• phenyl;
• naphthyl;
• phenyl or naphthyl substituted by phenyl, C.sub.1 -C.sub.4 -alkyl, fluoro, chloro, bromo, nitro, or C.sub.1 -C.sub.4 -alkoxy;
• benzyl;
• 2-phenylethyl;
• or benzyl or 2-phenylethyl substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, fluoro, chloro, bromo, or cyano;
• and
• m represents 0 or 1, with the proviso that the total number of acid groups per molecule is 1 or 2.