Title: Study of the diazoimine triazole equilibria for substituted thiazoles and thiadiazoles
Authors: Labbe, G ×
Luyten, Ingrid
Toppet, Suzanne #
Issue Date: Jan-1992
Publisher: Hetero corporation
Series Title: Journal of heterocyclic chemistry vol:29 issue:4 pages:713-717
Abstract: Several diazomethyl and diazoester substituted thiazoles and thiadiazoles were prepared and their ring/chain equilibria studied by nmr spectroscopy. The diazomethyl derivatives 17a,b,d and 19a exist predominantly or exclusively in the triazole form. Ring-opening is promoted by introducing an ester group at the diazo function (17c,e, 19b, 21) or by changing thiazoles for thiadiazoles in the following order: thiazole < 1,3,4-thiadiazole < 1,2,4-thiadiazole. The diazoimine/triazole equilibria are also shifted towards the diazo form by raising the temperature and by using less polar solvents in the order: dimethyl sulfoxide < acetonitrile < chloroform < benzene. The ir spectra (potassium bromide discs) of the compounds indicate that they all, except 21, exist in the crystalline state in the triazole form.
ISSN: 0022-152X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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