Abstract
3-(2-Thienyl)acryloyl isothiocyanate reacts additively with hydrazine hydrate, phenylhydrazine, 2-pyridyl hydrazine, (thio) semicarbazides, as well as benzoyl- and ethoxycarbonyl hydrazine. Simultaneous or subsequent cyclisation of the resulting 1:1 adducts in acidic or alkaline media yields substituted 1,3,4-thiadiazoles or 1,2,4-triazoles respectively.
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