A synthesis of some new 4-arylidene-5(4H)-oxazolone azo dyes and an evaluation of their solvatochromic behaviour

Abstract

Nine novel 4-arylidene-5(4H)-oxazolone azo dyes were synthesized in good yield by reacting sodium 2-[4-{2-[4-(dimethylamino)phenyl]-1-diazenyl} benzoylamino]acetate with suitable aldehydes in the presence of Ph 3P/CCl4 and acetonitrile at room temperature. Sodium 2-[4-{2-[4-(dimethylamino)phenyl]-1-diazenyl}benzoylamino]acetate was obtained by diazotization of 4-aminohippuric acid and coupling with N,N-dimethylaniline. These dyes were characterized by elemental and spectral analyses and the solvatochromic behaviour in various solvents was evaluated. ©ARKAT USA, Inc.