Copper complex formazan compounds containing a phenylaminotriazinylamino group with a fiber-reactive group of the vinylsulfone series and an alkyl amino substituent in the phenyl moiety suitable as fiber-reactive dyestuffs

A copper complex formazan compound which conforms to the formula ##STR23## in which M is hydrogen or an alkali metal,

• k is the number zero, 1 or 2,
• m is the number zero, 1 or 2, and
• n is the number zero, 1 or 2,
• the sum if (k+m+n) being equal to an integer from 1 to 4,
• A is a benzene ring or a naphthalene ring, wherein each is unsubstituted or substituted, aside from (MO.sub.3 S)k, by the indicated fiber-reactive group -NH-Q defined hereinafter or by 1 or 2 substituents selected from the group consisting of halogen, nitro, carboxy, alkyl of 1 to 4 carbon atoms, sulfamoyl, N-(C.sub.1 -C.sub.4)-alkylsulfamoyl, N,N-di-[(C.sub.1 -C.sub.4)-alkyl]-sulfamoyl, (C.sub.1 -C.sub.4)-alkylsulfonyl, phenysulfonyl, and an alkoxy of 1 to 4 carbon atoms, or is substituted by the group --NH--Q and by one or two of said substituents;
• B is a benzene ring or a naphthalene ring, wherein each is unsubstituted or substituted, aside from (SO.sub.3 M).sub.m, by the indicated fiber-reactive group --NH--Q defined hereinafter or by 1 or 2 substituents selected from the group consisting of halogen, nitro, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfamoyl, N-(C.sub.1 -C.sub.4)-alkyl-sulfamoyl, N,N-di-[C.sub.1 -C.sub.4)-alkyl]-sulfamoyl, (C.sub.1 -C.sub.4)-alkylsulfonyl, and phenylsulfonyl, or is substituted by the group --NH--Q and by one or two of the said substituents;
• D is an alkylene of 1 to 8 carbon atoms unsubstituted or substituted by phenyl, or is a benzene or naphthalene ring which is unsubstituted or, aside from --(SO.sub.3 M).sub.n, substituted by 1 or 2 substituents selected from the group consisting of halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, alkanoylamino of 2 to 5 carbon atoms, carboxy, and carbalkoxy of 2 to 5 carbon atoms, or by the group --NH--Q, or by that group and by 1 or 2 substituents mentioned above, or D is a heterocyclic radical selected from furan, thiophene, pyrrole, imidazole, pyrazole, pyridine, quinoline, and benzimidazole,
• X is a group of the formula --SO.sup.3 (--), the bonding to the copper atom and the negative charge thereof not being included, or is an oxy group --O-- or a carbonyloxy group --CO--O--,
• r is the number 1 or 2,
• Q is a group of the formula ##STR24## in which Y is halogen,
• Z denotes vinyl or .beta.-phosphatoethyl, .beta.-sulfatoethyl or .beta.-thiosulfatoethyl,
• G is the thio group --S-- or an amino group of the formula --N(R)--,
• in which
• R stands for a hydrogen or an alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of hydroxy, phenyl, sulfo, carboxy, sulfato, phosphato and alkanoyloxy of 2 to 5 carbon atoms, or is a group of the formula --K--W.sub.p defined hereinafter,
• K is an alkylene or an arylene, arylen-alkylene or alkylene-arylene, where the arylene radicals are unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, halogen, sulfo and carboxy, and said alkylene groups are not interrupted or interrupted by 1, 2 or 3 hetero groups selected from --O--, --S--, --SO.sub.2 --, --CO--, --NH--CO--, --CO--NH--, --NH-- and --N(R')-- in which R' is hydrogen or alkanoyloxy of 2 to 5 carbon atoms or is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from hydroxy, sulfo, carboxy, sulfato, phosphato, phenyl and alkanoyloxy or 2 to 5 carbon atoms, and the alkylene-arylene and arylene-alkylene moieties are not interrupted or interrupted by a hetero group selected from --O--, --S--, --SO.sub.2 --, --CO--, --NH--CO--, --CO--NH--, --NH-- and --N(R')-- in which R' is defined as above,
• W is a water-solubilizing group and
• p stands for the number 1, 2 or 3, the fiber-reactive grouping --NH--Q is bonded to an aromatic carbon atom of a benzene or naphthalene ring of A or of B or of D or to an aliphatic carbon atom of D or of a substituent of A or B, except that in the case of r=2 the two --NH--Q groups are not bonded simultaneously to A or to B or to D.