Reactions of trifluoromethylated imidazolidin-2-ones with urea / L. V. Saloutina, A. Y. Zapevalov, M. I. Kodess [et al.] // AIP conference proceedings. - 2022. - Vol. 2390. - Ст. 020070 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ISOMERIZATION -- SPECTROSCOPY -- ELEMENTAL ANALYSIS Аннотация: 1-Phenyl-4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one was synthesized by the reaction of perfluorobiacetyl with phenylurea. Reaction of the former with urea was studied in comparison with the similar interaction of N-methyl-substituted and unsubstituted analogues. N-phenylimidazolidine was shown to yield trifluoromethylated imidazooxazol and hydantoin when heated with urea in dimethylacetamide, in contrast to unsubstituted analog which gives trifluoromethylated glycoluril under the same conditions. The similar reaction in dioxane led to isomerization of cis-isomers of the starting imidazolidines to corresponding trans-isomers. Structure of the reaction products was proved by IR, 1H, 13C and 19F spectroscopy, HR mass spectrometry, elemental analysis and XRD analysis. |