5-Mercapto-1,3,4-thiadiazole-2(3H)-thione: Synthesis and Structure of Alkylated Derivatives
The observed structure of 1,3,4-thiadiazolidine-2,5-dithione (also known as 2,5-dimercapto-1,3,4-thiadiazole) has been previously reported in three different tautomeric forms including - dithiol and - dithione. This report examines the relative stability of each form and also reports synthesis and characterization of the structures of mono-alkylated and di-alkylated forms of 5-mercapto-1,3,4-thiadiazole-2(3H)-thione. The methods of X-ray crystallography, NMR spectroscopy, and ab initio electronic structure calculations were combined to understand the reactivity and structure of each compound.
J. K. Mistry et al., "5-Mercapto-1,3,4-thiadiazole-2(3H)-thione: Synthesis and Structure of Alkylated Derivatives," Journal of Heterocyclic Chemistry, vol. 51, no. 3, pp. 747-754, HeteroCorporation, May 2014.
The definitive version is available at https://doi.org/10.1002/jhet.1903
Center for High Performance Computing Research
Keywords and Phrases
2,5 bis(methylthio)1,3,4 thidiazole 2 thiol; 2,5 bis(thioaceticacid) 1,3,4 thiadiazole; 5 (methylthio) 1,3,4 thidiazole 2(3h) thione; 5 mercapto 1,3,4 thiadiazole 2(3h) thione; dithiol derivative; methyl chloride; methyl iodide; thiadiazole derivative; unclassified drug; ab initio calculation; alkylation; article; drug stability; drug structure; drug synthesis; methylation; nuclear magnetic resonance spectroscopy; solvation; thermodynamics; X ray crystallography
International Standard Serial Number (ISSN)
Article - Journal
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01 May 2014