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Addition‐cyclisations of ethoxycarbonyl isothiocyanate with hydrazine derivatives as a source of thiadiazoles and triazoles
Author(s) -
Kurzer Frederick,
Seeker Jane L.
Publication year - 1989
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.5570260216
Subject(s) - thiadiazoles , chemistry , isothiocyanate , hydrazine (antidepressant) , phenyl isothiocyanate , adduct , organic chemistry , medicinal chemistry , phenylhydrazine , chromatography
Ethoxycarbonyl isothiocyanate reacts additively with hydrazine, ethoxycarbonylhydrazine, as well as amino‐ and 1,2‐diaminoguanidine. Simultaneous or subsequent cyclisation of the resulting 1:1‐ or 2:1‐adducts in acidic or alkaline media yields substituted 1,3,4‐thiadiazoles or 1,2,4‐triazoles, respectively.