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Preparation and properties of 2-methyl-4-tosyl-1,3-thiazole-5-sulfonyl chloride

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Abstract

Chlorination of readily available 2-methyl-5-methylsulfanyl-4-tosyl-1,3-thiazole has afforded 2-methyl-4-tosyl-1,3-thiazole-5-sulfonyl chloride. The latter can react with amines to build sulfonamides, efficient electrophilic reagents capable of undergoing nucleophilic substitution reactions. Regiochemistry of the described reactions depends strongly on the nature of nucleophiles, used for regioselective synthesis of some previously unknown trisubstituted 1,3-thiazoles.

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Correspondence to V. S. Brovarets.

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Original Russian Text © K.V. Turov, T.K. Vinogradova, V.S. Brovarets, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 11, pp. 1804–1808.

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Turov, K.V., Vinogradova, T.K. & Brovarets, V.S. Preparation and properties of 2-methyl-4-tosyl-1,3-thiazole-5-sulfonyl chloride. Russ J Gen Chem 84, 2102–2106 (2014). https://doi.org/10.1134/S1070363214110103

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  • DOI: https://doi.org/10.1134/S1070363214110103

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