Reaction of 4-Arylmethylnen-2-Phenyl-2-Oxazolin-5-Ones with Schiff bases and Benzalazine

Abstract

4-Arylmethylene-2-phenyl-2-oxazolin-5-ones (1) react with schiff bases in benzene to give the arylamides of α-carboxamido-,β-arylacrylic acids (2). However the reaction of 1 with schiff bases in acetic acid containing catalytic amounts of fused sodium acetate gave 1, 2-diaryl-4-arylmethylene- 2-imidazolin-5-ones (3). Reaction of benzalazine with 1a in benzene or in the absence of solvent involved cleavage of one of the imino groups yielding 4 and 5 respectively. The. structures of the products were confirmed by analytical and spectral data and also by synthesis of authentic samples in most cases.