1, 2, 3??thiadiazoles. I. Synthesis of sodium (or potassium) 1, 2, 3??thiadiazole??4??thiolates via thiocarbazonate esters and N??acylthiohydrazonate esters

…, WV Curran, TF Fields, K Learn

Index: Lee, Ving J.; Curran, William V.; Fields, Thomas F.; Learn, Keith Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1873 - 1891

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Citation Number: 9

Abstract

Abstract A general synthesis of 1, 2, 3-thiadiazole-4-thiolates 1 and their derivatives 2–3 by an extension of the Hurd-Mori 1, 2, 3-thiadiazole synthesis is described. Treatment of methyl (or ethyl)[1-(alkylthio) alkylidene] hydrazinocarboxylates 11 (thiocarbazonate esters) or other N-acylthiohydrazonate esters [Y= ureido (12) or arenesulfonyl (13)] with thionyl chloride affords 2–3 efficiently. Intermediates 11–13 are readily obtained from the N 2- ...