Polycyclic Compounds. Part V: Reaction of Aminoanthraquinones with α,β-Unsaturated Carbonyl Compounds; Synthesis of Disperse Dyes for Polyester

The reaction of 1-aminoanthraquinone ( 1 ) and 1,5-diaminoanthraquinone ( 2 ) with α,β-unsaturated ketones in the presence of anhydrous aluminium chloride led to the facile formation of new substituted dihydroanthrapyridine-quinones 3 in a one-stage synthesis. 2-Aminoanthraquinone failed to react under identical conditions. The investigations were extended to the reaction of 1 and 2 with acrylonitrile, methyl acrylate, methyl methacrylate and diethyl ethoxymethylenemalonate to yield the substituted aminoanthraquinones 4 . The new compounds were evaluated as disperse dyes on polyester.