Syntheses of arylsulfonyl‐1,3,4‐thiadiazoles | Zendy

Shafiee A. | Zendy; Foroumadi A. | Zendy

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Syntheses of arylsulfonyl‐1,3,4‐thiadiazoles

Author(s) -

Shafiee A.,

Foroumadi A.

Publication year - 1996

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570330610

Subject(s) - thiadiazoles , chemistry , yield (engineering) , hydrogen peroxide , acetic acid , aryl , sodium , medicinal chemistry , organic chemistry , alkyl , materials science , metallurgy

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‐benzylsulfonyI‐1,3,4‐thiadiazole ( 12 ), in high yield.

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