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Cyclocondensation of 4-hydroxy-5,6-diaminopyrimidine with α,β-dihalochalcones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The condensation of 4-hydroxy-5,6-diaminopyrimidine with 1,3-diaryl-2,3-dihalopropanones and with dibenzoylacetylenes was used to obtain derivatives of 1H-pyrimido[4,5-b]-1,5-diazepine and pyrimido[4,5-b]pyrazine, respectively. Their spectral characteristics were studied, and the directions in the formation of 7- and 6-membered heterocycles were determined. The synthesized pyrimido[4,5-b]pyrazines exist in the form of two tautomeric species — enaminocarbinol and enol forms, with an intramolecular hydrogen bond of the chelate type.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1409–1414, October, 1993.

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Kolos, N.N., Orlov, V.D., Yur'eva, E.Y. et al. Cyclocondensation of 4-hydroxy-5,6-diaminopyrimidine with α,β-dihalochalcones. Chem Heterocycl Compd 29, 1210–1214 (1993). https://doi.org/10.1007/BF00538070

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  • DOI: https://doi.org/10.1007/BF00538070

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