Azo compounds having a 3-sulphomethyl-pyrazolone-(5) coupler component

An azo dyestuff of the formula ##STR21## wherein D is phenyl or phenyl substituted by chloro, bromo, methyl, nitro, cyano, trifluoromethyl, carbomethoxy, carboethoxy, cyclohexylcarbonyloxy, N-methylsulfonamido, N,N-dimethylsulfonamido, N,N-diethylsulfonamido, N,.gamma.-isopropyloxypropylsulfonamido, N-isopropylsulfonamido, N,.gamma.-methoxypropylsulfonamido, N,N-bis(.beta.-hydroxyethyl)sulfonamido, sulfonamido, phenylazo, methoxyphenylazo, tolylazo, chlorophenylazo, dichlorophenylazo, sulfonamidophenylazo, acetylamino, hydroxy, acetyl, carboxamido, methylsulfonyl, sulfo, N-(.beta.-hydroxyethyl)sulfonamido, ethylsulfonyl, .beta.-hydroxyethylsulfonyl, carboxy, benzoylamino, disulfophenylazo, disulfonapthylazo, sulfophenylazo, (carboxy, sulfo) phenylazo, .beta.-sulfatoethylsulfonyl, .beta.-sulfoethylsulfonylmethylamido, or a fiber reactive group containing a halo substituted six-membered heterocyclic radical with two or three ring nitrogen atoms and capable of reacting with the hydroxyl groups of cellulose or the amino groups of polyamides to form a covalent bond therewith, and bonded via an --NH-- group;

• napthyl or napthyl substituted by N,.gamma.-isopropyloxypropylsulfonamido, carboxy, hydroxy, sulfo, sulfonamido, nitro, acetylamino, disulfophenylazo, methoxy, or said fiber-reactive group containing a six-membered heterocyclic radical bonded via an --NH-- group;
• thiazolyl-(2) which is unsubstituted or substituted by methylsulfonyl methyl, phenyl, or 4-chlorophenyl;
• benzisothiazolyl-(3) which is unsubstituted or substituted by chloro;
• pyridinyl-(3);
• quinolinyl-(3) or -(2);
• pyrazolyl-(3) which is unsubstituted or substituted by phenyl or 4-methoxyphenyl;
• indazolyl-(3);
• benzthiazolyl-(2) which is unsubstituted or substituted by methyl, methoxy or chloro;
• 1,2,4-triazolyl-(3) which is unsubstituted or substituted by methyl, ethyl, phenyl or benzyl;
• 1,3,4-thiadiazolyl-(2);
• or 1,3,5-thiadiazolyl-(2) which is unsubstituted or substituted by phenyl or methyl;
• and
• R is hydrogen;
• alkyl of 1 to 4 carbon atoms;
• hydroxyethyl;
• cyanoethyl;
• methoxyethyl;
• cyclohexyl;
• benzyl;
• disulfonaphthyl;
• or phenyl which is unsubstituted or substituted by methyl, methoxy, chloro, bromo, fluoro, nitro, sulfo, NH.sub.2 --, acetylamino or a group of the formula ##STR22## wherein R' is hydrogen, alkyl of 1 to 4 carbon atoms or hydroxyethyl, and
• Z is said fiber reactive group containing a six-membered heterocyclic radical.