Novel Azo disperse Dyes with Cyclohexene moiety for Dyeing Polyester and Nylon Fabrics

Treatment of diethyl 2-(4-methoxyphenyl)-4-methyl-6-oxocyclohex-4-ene-1,1-dicarboxylate (1) with hydrazine hydrate in ethanol affords the corresponding indazole derivative (2). Coupling of 2 with diazotized aromatic amines furnishes the corresponding new azo compounds (3). Compound 1 is subjected to a Japp-Klingemann reaction in an alkaline medium, where hydrazones (4) are formed. Treatment of 4 with hydrazine hydrate and phenylhydrazine in ethanol gives the corresponding new azo compounds (5 and 6, respectively). The structures of all compounds are confirmed by elemental and spectral analyses. Compounds 3-6 are applied as disperse dyes for dyeing polyester and nylon fabrics, and their characteristics and fastness properties have been measured.