Description
4,5-Dichloro-1,2,3-dithiazolium chloride is an useful organosulfur compound. It is the chloride salt of the 4,5-dichloro-1,2,3-dithiazolium cation. It is a green solid that is poorly soluble in organic solvents. Most primary arylamines react readily with 4,5-dichloro-1,2,3-dithiazolium chloride to give, after treatment with tertiary amine base (2 equiv.), the corresponding N-aryl-4-chloro-5H-1,2,3-dithiazolimines in good to excellent yields. This compound is commonly used to synthesize monocyclic 1,2,3-dithiazoles which act as fungicides, antibacterials, antivirals or anticancer agents[1-2].
Uses
Synthon in heterocyclic chemistry; in conversion of alcohols and carboxylic acids to esters.
References
[1] Kalogirou A, et al. The Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with Sulfimides: A New Synthesis of N-Aryl-1,2,3-dithiazolimines. Molecules, 2009; 14: 2356–2362.
[2] Plakas K, et al. Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with 2-(Phenylsulfonyl)acetonitrile. Molbank, 2022; 2022: M1322.
