Syntheses of arylsulfonyl-1,3,4-thiadiazoles

Reaction of sodium arylsulfinate with 2-aryl-5-chloro-1,3,4-thiadiazole gave 2-aryl-5-arylsulfonyl-1,3,4-thiadiazole (3) in good yield. Starting from readily available 2-amino-5-benzylmercapto-1,3,4-thiadiazole compound 7 was obtained in three steps in moderate yield. Reaction of compound 7 with sod...

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Bibliographic Details
Published inJournal of heterocyclic chemistry Vol. 33; no. 6; pp. 1611 - 1614
Main Authors Shafiee, A, Foroumadi, A
Format Journal Article
LanguageEnglish
Published MALDEN Wiley 01.11.1996
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Summary:Reaction of sodium arylsulfinate with 2-aryl-5-chloro-1,3,4-thiadiazole gave 2-aryl-5-arylsulfonyl-1,3,4-thiadiazole (3) in good yield. Starting from readily available 2-amino-5-benzylmercapto-1,3,4-thiadiazole compound 7 was obtained in three steps in moderate yield. Reaction of compound 7 with sodium arylsulfinate afforded 2,5-diarylsulfonyl-1,3,4-thiadiazole (11). Oxidation of compound 10 with hydrogen peroxide in acetic acid gave 2-arylsulfonyl-5-benzylsulfonyl-1,3,4-thiadiazole (12), in high yield.
ISSN:0022-152X
DOI:10.1002/jhet.5570330610