The Preparation and Characterization of 5-Substituted-4-chloro-1,2,3-dithiazolium Salts and their Conversion into 4-Substituted-3-chloro-1,2,5-thiadiazoles

Molecules

关键词: 1;    2;    3-Dithiazole;    1;    2;    5-thiadiazole;    heterocycle;    heteroaromatic;    electro-chemistry;   

DOI  :  10.3390/10020346

来源: mdpi

【 摘 要 】

A series of monosubstituted acetonitriles were treated with disulfur dichloride at room temperature in CH₂Cl₂ to afford 5-substituted-4-chloro-1,2,3-dithiazolium chlorides 1. Where the 5-substituent was not a good leaving group the chloride salts were converted into the corresponding perchlorate salts 2 which were sufficiently stable and soluble to provide both ¹H- and ¹³C-NMR and cyclic voltammetry data. Several of the dithiazolium chlorides were converted into their corresponding 4-substituted-3-chloro-1,2,5-thiadiazoles 13 on treatment with aqueous ammonia. Mechanisms for all reactions are proposed.

【 授权许可】

Unknown   
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