Studies on Mesoionic Compounds. VIII. Some Reactions of the Mesoionic 4-Amino-1, 2, 4-triazolium-3-thiolate System

Abstract

N-Acylaminorhodanine (II) reacted with hydrazine hydrate to afford the mesoionic 4-amino-1, 2, 4-triazolium-3-thiolate (I). Reactions of I with methyl iodide, sodium nitrite, and acylating agents were investigated. Acylation of I gave diacyl derivatives (VII and VIII), and alkaline hydrolysis of these compounds afforded monoacyl derivatives (IX and X). The monoacyl compounds (IX-XI) were derivatived to aminimides (XII-XIV) by treatment with methyl iodide and alkali.