Verfahren zur Darstellung von Azofarbstoffen der Stilben- oder Dibenzylreihe

Dye intermediates of the stilbene or dibenzyl series are manufactured by treating a condensation product of the general formula (wherein X represents -CH=CH- or -CH2-CH2-, Y represents a halogen atom and each Z represents H, -COOH or -SO3H) with at least one aromatic amine so as to exchange at least one halogen atom for the residue of an amine which, after the exchange, is capable of forming azo-dyestuffs, and exchanging any other halogen atoms for amino groups and/or the residues of amines, which may be identical or different, by treatment with ammonia and/or amines. The amines capable after the condensation of forming azo dyestuffs are those which contain a further diazotizable amino group or a group convertible thereto by saponification or reduction, or which contain substituents which enable coupling with diazo components to be brought about. Advantageously the amines employed also contain one or more groupings which enable metallization to be effected. In examples and tables, the following components are employed: the dicyanuric derivatives of 4 : 41-diaminostilben-and it's 2 : 21-disulphonic acid and 3 : 31-dicarboxylic acid, and 4 : 41-diaminodibenzyle 2 : 21-disulphonic acid; 2 : 5 : 7- or 2 : 8 : 6-aminonaphtholsulphonic acids or their N-aminobenzoylated derivatives; ammonia, mono- and di-methylamine, aniline, N-methylaniline, 3-aminoacetanilide (which may be subsequently saponified), 1 - chloro - 2 : 4-diaminobenzene, p-phenylenediamine, metanilic acid, 1 - amino - 4 - hydroxybenzene - 3 - carboxylic acid, 1-(31- or 41-aminobenzoyl)amino-4-hydroxy-3-carboxybenzene-5-sulphonic acid, 1 - (41 - aminobenzoyl)amino - 2 - hydroxy - 3-carboxybenzene - 5 - sulphonic acid, 1 - amino-4 - hydroxy - 3 - carboxybenzene - 5 - sulphonic acid, 5-amino-2-(21- or 41-hydroxy-31-carboxy-51 - sulphophenyl) - 1 : 3 - benztriazole and 41 - amino - 5 : 61 - dimethyl - 4 - hydroxy-diphenylmethane-3-carboxylic acid. Specifications 265,203, [Class 2 (iii)], 578,014 and 595,181 are referred to. 1 - (31 - and 41 - Aminobenzoyl) - amino - 4-hydroxy - 3 - carboxybenzene - 5 - sulphonic acids are obtainable by acylating 1-amino-4-hydroxy-3-carboxybenzene-5-sulphonic acid with 3- or 4-nitrobenzoyl chloride in aqueous solution, and reducing the nitro group, e.g. with sodium sulphide. 41 - amino - 5 : 61 - dimethyl - 4 - hydroxydiphenylmethane - 3 - carboxylic acid is obtainable by condensing chloromethyl-o-cresotinic acid with m-toluidine.ALSO:Dyes of the s