Abstract
Accessible 2,2-dichloro-1-p-tolylsulfonylethenyl isothiocyanate reacted with hydrazine hydrate to give 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3-thiazole whose reactions with thiols and amines followed a complicated pattern. Treatment of 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3-thiazole with acetylacetone led to the formation of previously unknown 5-chloro-2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-p-tolylsulfonyl-1,3-thiazole which reacted with O-, S-, and N-centered nucleophiles at the C5 atom with high regioselectivity.
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Babii, S.B., Zyabrev, V.S., and Drach, B.S., Russ. J. Gen. Chem., 2002, vol. 72, no. 11, p. 1730.
Turov, K.V., Vinogradova, T.K., Zyabrev, V.S., and Drach, B.S., Tezi dopovidei XXI Ukraïns’koï konferentsiï z organichnoï khimiï (Abstracts of Papers of the XXIth Ukrainian Conf. on Organic Chemistry), Chernigiv, 2007, p. 336.
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Original Russian Text © K.V. Turov, T.K. Vinogradova, B. S. Drach, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 11, pp. 1897–1901.
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Turov, K.V., Vinogradova, T.K. & Drach, B.S. Transformations of 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3-thiazole. Russ J Gen Chem 78, 2132–2136 (2008). https://doi.org/10.1134/S1070363208110248
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DOI: https://doi.org/10.1134/S1070363208110248