Fiber-reactive, heavy metal-containing formazane dyestuffs

A dyestuff of the formula ##STR456## wherein Me.sub.1 represents Cu, Ni, Co or Cr,

• A.sub.1 represents a benzene nucleus or naphthalene nucleus substituted as shown above and further substituted by hydrogen, fluorine, chlorine or bromine, nitro, cyano, lower alkyl, phenoxy, lower alkylsulphonyl, phenylsulphonyl, sulphamoyl, N-mono-lower alkyl-sulphamoyl, N,N-di-lower alkyl-sulphamoyl, or lower alkanoyl,
• R.sub.1 represents a phenyl or naphthyl radical any substituent of which apart from any substituent (X.sub.1 -O.sup.-M.sup.+) is selected from chlorine, bromine, lower alkyl or hydrogen,
• R' represents hydrogen or lower alkyl,
• X.sub.1 represents --SO.sub.2 -- or --CO--,
• M.sup.+ represents hydrogen, sodium or potassium,
• p represents 1 when Me.sub.1 is Cr, and 2 when Me.sub.1 is Cu, Co or Ni,
• n represents a number varying from 1 to 7, and
• Y.sub.1 represents a fiber reactive grouping selected from
• a. a radical of the formula ##STR457## wherein E.sub.1 represents ##STR458## and, when E.sub.1 is ##STR459## either i. R.sub.3 represents chlorine, tri-lower alkyl-ammonio, a group of the formula ##STR460## R.sub.4 represents a lower alkoxy, phenoxy, amino, mono-lower alkyl-amino, di-lower alkyl-amino, phenylamino, sulphophenylamino or di-sulpho-phenylamino;
• or
• ii. both R.sub.3 and R.sub.4 represent chlorine, bromine or fluorine, and, when E.sub.1 is ##STR461## R.sub.2 represents hydrogen, fluorine, chlorine, bromine, lower alkyl, lower alkanoyl, cyano, nitro, phenyl, N-phenyl-carbamoyl or phenylsulphonyl, and each of R.sub.3 and R.sub.4 represents fluorine, chlorine or bromine;
• b. a radical of one of the formulas ##STR462## wherein R.sub.2 ' represents hydrogen or chlorine and either i. each of R.sub.3 ' and R.sub.4 ' represents chlorine or --SO.sub.3 .sup.-M.sup.+, or
• ii. R.sub.3 ' represents lower alkoxy, phenoxy, amino, mono-lower alkyl-amino, di-lower alkyl-amino, phenylamino, sulphophenylamino or disulphophenylamino, and R.sub.4 ' represents tri-lower alkyl-ammonio, ##STR463## R.sub.5 represents hydrogen or lower alkyl;
• c. 2,3-dichloro- or 2,3-dibromo-quinoxaline-6-carbonyl;
• d. 2,3-dichloro- or 2,3-dibromo-quinoxaline-6-sulphonyl;
• e. 1,4-dichloro- or 1,4-dibromo-phthalazine-6-carbonyl;
• f. 2,4-dichloro- or 2,4-dibromo-quinazoline-6-carbonyl;
• g. 2,4-dichloro- or 2,4-dibromo-quinazoline-7-carbonyl;
• h. [4',5'-dichloro- or 4',5'-dibromo-6'-pyridazonyl (1')]-lower alkanoyl;
• i. p-[4',5'-dichloro- or 4',5'-dibromo-6'-pyridazonyl-(1')]-benzoyl;
• j. a heterocyclic radical of the formula ##STR464## wherein R.sub.6 represents chlorine, bromine or --SO.sub.3 M.sup.+, X.sub.1 has the same meanings as given above;
• and
• E.sub.2 represents sulphur or oxygen;
• k. a radical of the formula ##STR465## wherein R.sub.7 represents nitro, lower alkylsulphonyl or sulphamoyl-phenyl, and
• Hal represents fluorine or chlorine in ortho- or para-position to R.sub.7, and
• X.sub.1 has the same meaning as above;
• l. .alpha.-chloro- or .alpha.-bromo-lower alkanoyl;
• m. .alpha. ,.beta.-dichloro- or .alpha.,.beta. -dibromo-lower alkanoyl;
• n. lower alkanoyl;
• or
• o. chloro- or bromo-lower alkenoyl.