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Preparation of novel 1,2,4‐thiadiazoles by cyclization with 4‐methylbenzenesulfonyl cyanide (tosyl cyanide)
Author(s) -
Unangst Paul C.,
Shrum Gary P.,
Connor David T.
Publication year - 1993
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.5570300211
Subject(s) - tosyl , chemistry , thiadiazoles , substituent , cyanide , nitrile , sulfide , medicinal chemistry , organic chemistry
The preparation of 1,2,4‐thiadiazoles with a di‐ tert ‐butylphenol substituent at the thiadiazole 3‐position is described. A thermally generated nitrile sulfide was reacted with tosyl cyanide in a 1,3‐dipolar cyclization reaction to provide a thiadiazole intermediate containing a labile 5‐tosyl substituent.