Abstract
Diphenylamine reacts with hexafluoroacetone to give a mixture of products, of which 2-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)diphenylamine (II) was isolated. N-Arylanthranilic acids modify the 1,1,1,3,3,3-hexafluoro-2-hydroxy-2-propyl group upon the reaction of its sodium salt with the hydrate of hexafluoroacetone (I) under mild conditions. This method gave 4-(1-hydroxy-1-trifluoromethyl-2,2,3-trifluoroethyl)-N-(2,3-xylyl)anthranilic acid from N-(2,3-xylyl)anthranilic acid in 93% yield.
Literature cited
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 952–954, April, 1991.
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Sviridov, V.D., Chkanikov, N.D., Kolomiets, A.F. et al. Reactions of diarylamines with hexafluoroacetone. Russ Chem Bull 40, 847–849 (1991). https://doi.org/10.1007/BF00958589
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DOI: https://doi.org/10.1007/BF00958589