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Reactions of heterocyclic cations with n-containing nucleophiles. 15. Reaction of 2,6-diphenylpyrylium perchlorate with semi- and thiosemicarbazides

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Abstract

The reaction of 2,6-diphenylpyrylium perchlorate with semi- and thiosemicarbazides in ethanol leads to 1-carbamoyl- and 1-thiocarbamoyl-3-phenyl-5-phenacyl-4,5-dihydropyrazoles, the cyclization of which yields 2,5-diphenyl-7-oxo(thio)-pyrazolo[1,5-c]pyrimidines. The tautomeric form of the latter is established by comparing their electronic absorption spectra with the spectra of the methyl derivatives.

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For Communication 14, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1635–1640, December, 1986.

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Zvezdina, é.A., Zhdanova, M.P., Anisimova, O.S. et al. Reactions of heterocyclic cations with n-containing nucleophiles. 15. Reaction of 2,6-diphenylpyrylium perchlorate with semi- and thiosemicarbazides. Chem Heterocycl Compd 22, 1322–1326 (1986). https://doi.org/10.1007/BF00474352

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  • DOI: https://doi.org/10.1007/BF00474352

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