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Abstract
Thermal rearrangement of 2-arylimino-3-aryl-5-benzylidene-thiazolidin-4-ones (I-IV) by reflux in air at 250°C has been thoroughly investigated. The isolated products are H2S, CO, CO2, ammonia, water, arylamines, aryl isothiocyanates, benzothiophenes, arylnitriles, arylurea derivatives, arylthiourea derivatives, 2-arylquinolines, benzimidazole derivatives and polystyrene. With compound III, in addition to the previous products benzaldehyde, bibenzyl, stilbene, bibenzylamine, benzylcyanamide and 2,3,4,5 tetraphenylthiophene were obtained. Free radical mechanisms involving homolysis of C‒S and C‒N bonds have been suggested to account for the identified products.