Abstract
1-(α-Alkoxyethyl)- and 1-(α-phenoxyethyl)benzimidazole-2-thiones were obtained in the reaction of 1-vinylbenzimidazole-2-thione with alcohols and phenol in the presence of gaseous hydrogen chloride. It was established that partial hydrolysis of the 1-(α-alkoxyethyl)benzimidazole-2-thiones to benzimidazole-2-thione with subsequent alkylation with excess alcohol at the exocyclic sulfur atom occurs under the conditions of the investigated reaction. A convenient method for the alkylation of thiones was proposed, and a number of 2-alkylthiobenzimidazoles were synthesized.
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N. D. Abramova, G. G. Skvortsova, B. V. Trzhtsinskaya, and M. V. Sigalov, Khim. Geterotsikl. Soedin., No. 12, 1674 (1975).
M. L. Martin, F. Lefevre, D. Lapeyre, and G. Martin, J. Org. Magn. Reson., 1, 19 (1969).
G. G. Skvortsova, E. S. Domnina, N. P. Glaskova, N. N. Chipanina, and N. I. Shergina, Zh. Obshch. Khim., 41., 623 (1971).
K. Futaki, J. Pharm. Soc. Japan, 74, 1365 (1954); Chem. Abstr., 49, 15876 (1955).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 805–807, June, 1984.
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Abramova, N.D., Skvortsova, G.G. & Trzhtsinskaya, B.V. Reactions of 1-vinylbenzimidazole-2-thione with alcohols and phenol. Chem Heterocycl Compd 20, 656–658 (1984). https://doi.org/10.1007/BF00508677
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DOI: https://doi.org/10.1007/BF00508677