A new route to 1,2,4‐ triazoles and 1,3,4‐ thiadiazoles from 1‐acylbithiourea | Zendy

Okawara Tadashi | Zendy; Tateyama Yoshihiro | Zendy; Yamasaki Tetsuo | Zendy; Furukawa Mitsuru | Zendy

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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 .

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