Synthesis of 2-Aryl-4-arylazo-2-thiazolin-5-ones and their reaction with aromatic amines

Abstract

2-Aryl-4-arylazo-2-thiazolin-5-ones are prepared by a coupling reaction between thioaroylglycine and the appropriate diazonium salt. Their heterocyclic ring is readily opened by the action of primary aromatic amines in acetic acid containing a catalytic amount of sodium acetate with the formation of 1,5,N_x-triaryl-1H-l,2,4-triazole-3-carboxamides.