Kiyoshi Tanaka, Kazuto Nomura, Hitoshi Oda
Jun 1, 1991
Citations
0
Influential Citations
40
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
3-Bromo-1,1,1-trifluoropropan-2-one (2) reacted with thiourea and N-monosubstituted thioureas to give the corresponding 4-trifluoromethylthiazoles, respectively. In the reactions with N,N'-diphenylthiourea and thioamides, the considerably stable intermediates, 4-hydroxy-4-trifluoromethylthiazoline derivatives 7 and 8, were isolated. The reaction of ethyl 2-bromo-4,4,4-trifluoro-3-oxobutanoate (4) with thiourea was carried out under the gentle conditions to give both thiazole-5-carboxylate 10 and 4-hydroxythiazoline 11. The thiazole 10 was applied to the azo dye synthesis and the absorption maxima of thus obtained azo dyes were discussed.