Abstract: Water-soluble dyes of the structure ##STR1## wherein D is a benzene group or a naphthylene group,A is H, Cl, Br, lower alkyl, or lower alkoxyB is H, lower alkyl, or lower alkoxy,B.sub.1 is lower alkyl or lower alkoxy,R is H, Cl, Br, lower alkyl, or lower alkoxy, andM and M.sub.1 are H, Na, K, NH.sub.4, or Li.The dyes have good affinity for natural and synthetic polyamide fibers, including wool, silk and nylon, which they dye from neutral or weakly acid dye baths in strong navy blue shades with good fastness properties. These dyes are also valuable in combination with certain orange dyes to produce black shades on polyamide fibers that possess good fastness properties.

Abstract: Dyes of the formula ##STR1## wherein B and D are each independently 1,4-phenylene or 1,4-naphthylene; M is hydrogen, lithium, sodium, potassium or ammonium;A.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano, or hydroxy;B.sub.1 and B.sub.2 are each hydrogen, C.sub.1-3 alkoxy, C.sub.1-3 alkyl, chloro or bromo;D.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, or chloro;D.sub.2 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, chloro, bromo, fluoro, or acylamino, acyl being C.sub.1-5 alkanoyl, C.sub.1-5 alkylsulfonyl, benzoyl or benzenesulfonyl, each acyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano, or hydroxy; andR.sub.1 and R.sub.2 are each C.sub.1-6 alkyl, C.sub.1-6 chloro or bromoalkyl, C.sub.2-6 hydroxy- or dihydroxyalkyl, C.sub.2-6 alkoxyalkyl, C.sub.1-6 cyanoalkyl, or phenyl-C.sub.1-2 alkyl (phenyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.

Abstract: Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 may be hydrogen, alkyl, alkoxy, hydroxy, halo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, alkoxyalkyl, sulfamoyl, N-alkylsulfamoyl, carboxylic acyl or carboxylic acylamino, B.sub.1 and B.sub.2 are each hydrogen, lower alkoxy, lower alkyl, chloro, bromo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, or alkoxyalkyl, wherein at least one of A.sub.1, A.sub.2, B.sub.1, or B.sub.2 is alkoxy, and D represents a hydroxy or amino naphthyl or a benzylamino substituted phenyl group, are valuable dyestuffs for natural and synthetic polyamide fibers giving substantially complete exhaustion from neutral or acid aqueous dyebaths without further addition of chemical agents.

Abstract: Dyes of the formula ##STR1## wherein B and D are each independently 1,4-phenylene or 1,4-naphthylene; M is hydrogen, lithium, sodium, potassium or ammonium;A.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano, or hydroxy;B.sub.1 and B.sub.2 are each hydrogen, C.sub.1-3 alkoxy, C.sub.1-3 alkyl, chloro or bromo;D.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, or chloro;D.sub.2 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, chloro, bromo, fluoro, or acylamino, acyl being C.sub.1-5 alkanoyl, C.sub.1-5 alkylsulfonyl, benzoyl or benzenesulfonyl, each acyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano, or hydroxy; andR.sub.1 and R.sub.2 are each C.sub.1-6 alkyl, C.sub.1-6 chloro or bromoalkyl, C.sub.2-6 hydroxy- or dihydroxyalkyl, C.sub.2-6 alkoxyalkyl, C.sub.1-6 cyanoalkyl, or phenyl-C.sub.1-2 alkyl (phenyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.

Abstract: Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 may be hydrogen, alkyl, alkoxy, hydroxy, halo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, alkoxyalkyl, sulfamoyl, N-alkylsulfamoyl, carboxylic acyl or carboxylic acylamino, B.sub.1 and B.sub.2 are each hydrogen, lower alkoxy, lower alkyl, chloro, bromo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, or alkoxyalkyl, wherein at least one of A.sub.1, A.sub.2, B.sub.1, or B.sub.2 is alkoxy, and D represents a hydroxy or amino naphthyl or a benzylamino substituted phenyl group, are valuable dyestuffs for natural and synthetic polyamide fibers giving substantially complete exhaustion from neutral or acid aqueous dyebaths without further addition of chemical agents.

Abstract: Metallized azo dyes of the formula ##STR1## wherein A is a sulfonyl, sulfonamido or carboxamido group, D is the residue of a phenol or naphthol, E is the residue of acetoacetanilide, a phenyl or naphthyl pyrazolone or the residue of a naphthol and M is a cation. The dyes are suitable for dyeing natural and synthetic polyamides, demonstrating good all-around fastness properties.