Abstract
The reactions of enones containing trifluoromethyl groups with semicarbazide in basic media proceed unequivocally to give pyrazolidine-1-carboxamides. The direction of the reactions of these enones with thiosemicarbazide depends on their structure; the reaction products are pyrazolidine- and 2-pyrazoline-1-carbothioamides. An enone containing a CF3 group and an ethoxy group capable of replacement reacts with semicarbazide to give 2-pyrazoline-1-carboxamide and with thiosemicarbazide to give the double addition product, 5-(1-thiosemicarbazido)-2-pyrazoline-1-carbothiamide.
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M. V. Lomonosov Moscow State University, 119899 Moscow, Russia, N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 117907 Moscow, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 634–644, May, 1998.
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Sanin, A.V., Nenaidenko, V.G., Kuz'min, V.S. et al. Synthesis of trifluoromethyl derivatives of pyrazolidine- and 2-pyrazoline-1-carboxamides and pyrazolidine- and 1-pyrazoline-carbothioamides. Chem Heterocycl Compd 34, 558–567 (1998). https://doi.org/10.1007/BF02290939
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DOI: https://doi.org/10.1007/BF02290939