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A new route to 1,2,4‐ triazoles and 1,3,4‐ thiadiazoles from 1‐acylbithiourea
Author(s) -
Okawara Tadashi,
Tateyama Yoshihiro,
Yamasaki Tetsuo,
Furukawa Mitsuru
Publication year - 1988
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.5570250405
Subject(s) - thiadiazoles , chemistry , methyl iodide , iodide , intramolecular force , medicinal chemistry , chloride , triazole , base (topology) , organic chemistry , mathematical analysis , mathematics
The intramolecular cyclization of 1‐ acylbithiourea 1 gave 1,2,4‐triazole 2 and 1,3,4‐thiadiazole 3 . The reaction of 1 with p ‐toluenesulfonyl chloride in the presence of trithylamine afforded 3 . Treatment of 1 with methyl iodide in the absence of any base yielded 2‐methylthio‐1,3,4‐thiadiazole 10 and 2‐imino‐ 1,3,4‐thiadiazoline 12 .