255833-34-2Relevant academic research and scientific papers
Formation of thiazoles by reaction of 2-alkoxy-2-trifluoromethyl-3-phenyloxiranes with thioureas
Karavan,Nikiforov
, p. 741 - 745 (2007/10/03)
Reactions of 2-alkoxy-2-trifluoromethy-3-phenyloxiranes with N-arylthioureas involve α-opening of the oxirane ring with formation of 2-arylamino-4-trifluoromethyl-5-phenylthiazoles. Reactions of 2-alkoxy-2-trifluoromethyl-3-phenyloxiranes with N,N′-diphenylthiourea and N,N′-ethylenethiourea stop at the stage of formation of the corresponding hydroxytetrahydrothiazoles. The same products are formed by reactions of N,N′-diphenylthiourea and N,N′-ethylenethiourea with α-bromobenzyl trifluoromethyl ketone. The transformation of 2-alkoxyoxiranes into thiazoles is a new version of the Hantzsch synthesis.
