Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates

A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-<i>sec</i>-bu...

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Bibliographic Details
Main Authors: Sean Ray Kahnert, Andreas Schmidt
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2025/2/M2010
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Summary:A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-<i>sec</i>-butylhydroborates for the preparation of the mesoionic title compounds with potassium hydrazinecarbodithioates. New 1,3,4-thiadiazole-2-thiolates are presented, and missing structural analysis data of known derivatives are added (1D- and 2D-NMR, HR-ESI-MS, IR).
ISSN:1422-8599