A. Atalla, A. El-Dean, A. Gaber
Jul 1, 1990
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0
Influential Citations
5
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Journal
Phosphorus Sulfur and Silicon and The Related Elements
Abstract
Abstract Thermal rearrangement of 3-phenylrhodanine (I) and 5-benzylidene-3-phenylrhodanine (IV) in air has been thoroughly investigated. Homolytic cleavage of (C—S) and (C—N) bonds occurred, followed by a series of hydrogen abstractions, coupling, and cyclization reactions. The isolated products of compound (I) are CS2, CO, H2S, NH3, aniline, dibenzylamine, tribenzylamine, thioglycolic acid, phenyl isothiocyanate, bibenzyl. stilbene, p-arninoacetophenone, thiocarbanilide, 2-thioxoindole and 2,3,4,5-tetraphenylthiophene. In case of compound (IV), the isolated products are CS2, H2S, H2O, CO, phenyl isothiocyanate, benzothiophene, 2-phenylquinoline, aniline, thiocarbanilide, 2-phenylindole, cinnamic acid and polystyrene. A suitable mechanism has been suggested to account for the obtained products.