GB771070A - Improvements in and relating to diazoamino derivatives - Google Patents

Abstract

The invention comprises compounds of formula <FORM:0771070/IV(b)/1> where Y and Y1 are unsubstituted o-phenylene groups or halogen substituted o-phenylene groups and R and R1 are residues of diazotizable monoamines, and their water-soluble salts. They are made by reacting appropriate diazo compounds in a non-acid medium with a compound of formula <FORM:0771070/IV(b)/2> in which the benzene nuclei may be substituted by halogen atoms or with their water-soluble salts. Diazo components mentioned are derived from aniline, toluidines, xylidines, cresidines, anisidines, nitranilines, nitrotoluidines, nitrocresidines, nitroanisidines and aromatic bases containing sulphonamide, sulphone or trifluoromethyl groups, aminobenzthiazoles, aminoindazoles, amino azo dyestuffs and "solid bases" in general. Preferably the diazo compounds do not contain water-solubilizing groups. N,N1-di- and hexa-methylene-dianthranilic acids and halogen derivatives thereof are specified for reaction with the diazo compounds. The diazoamino derivatives may be used to prepare insoluble azo-dyestuffs on the fibre many of them splitting on neutral steaming. In examples diazoamino compounds are made from 4- and 5-chloro-2-methyl-2-chloro-, 5 - methyl - 2 - methoxy - 4 - benzoylamino - and 5 - diethylsulphonamino - 2 - methoxy - anilines and N,N1 - di - and hexa - methylene - dianthranilic acids and N,N1-di- and hexa-methylene di-(5-chloro-2-aminobenzoic) acids. The dicarboxylic acids used as starting material are made by heating 2-chloro- or 2,5-dichloro-benzoic acids with ethylene diamine or hexamethylene diamine in an autoclave in the presence of aqueous caustic soda, copper powder and copper sulphate.