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Oxidation of vinyl derivatives of benzimidazole-2-thione

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-Vinylbenzimidazole-2-sulfonic acid, 2-benzimidazolyl vinyl sulfoxide, and 2-benzimidazolyl vinyl sulfone were obtained in high yields by the action of concentrated hydrogen peroxide and acetyl hydroperoxide on N- and S-monovinyl derivatives of benzimidazole-2-thione. N-Vinyl-2-benzimidazolone and a complex mixture of polymeric products are formed in the oxidation of N,S-divinyl-2-mercaptobenzimidazole. It is shown that the reactivity of the sulfur atom depends on the number of vinyl groups and their orientation with respect to the heteroatoms.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1670–1673, December, 1975.

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Abramova, N.D., Trzhtsinskaya, B.V. & Skvortsova, G.G. Oxidation of vinyl derivatives of benzimidazole-2-thione. Chem Heterocycl Compd 11, 1413–1416 (1975). https://doi.org/10.1007/BF00764539

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  • DOI: https://doi.org/10.1007/BF00764539

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