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Nucleophilic substitution in 1,2,3-thiadiazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

By reactions of nucleophilic substitution of the halogen atom in 5-halo-1,2,3-thiadiazoles (IV), we have obtained 5-amino- (I, V), hydrazino-(VI, VII, IX, X), and mercapto- (VIII) 1, 2, 3-thiadiazoles. We show that upon reaction with amines, a mixture of 5-amino-1, 2, 3-thiadiazoles (I) and 5-mercapto-1, 2, 3-triazoles (II) is formed, and also the reaction product of compounds I and IV,: the selectivity of this process depends only on the type of solvent.

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Organic Synthesis Technology Department, Urals State Technical University—UPI, Ekaterinburg 620002. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 554–559, April, 1994. Original article submitted February 28, 1994.

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Morzherin, Y.Y., Tarasov, E.V. & Bakulev, V.A. Nucleophilic substitution in 1,2,3-thiadiazoles. Chem Heterocycl Compd 30, 489–494 (1994). https://doi.org/10.1007/BF01169949

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  • DOI: https://doi.org/10.1007/BF01169949

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