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Synthesis and properties of 2-substituted 1-aryl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindine-4-ones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In reaction with acylating agents, 2-aryl-2-methyl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones are acylated at the methyl group and also enter into reaction with diethyl oxalate. 1-Aryl-2-phenacyl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones undergo dehydration under the influence of concentrated sulfuric acid. On the basis of the PMR and UV spectra, it was concluded that 1-aryl-2-acetonyl(phenacyl)-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones exist in two tautomeric forms with strong intramolecular hydrogen bonds of the chelate type — enaminocarbonyl and enol.

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References

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Authors
  1. R. N. Galeeva
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  2. M. Yu. Gavrilov
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  3. E. V. Feshina
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  4. M. E. Kon'shin
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Additional information

Perm Pharmaceutical Academy, Perm 614000. Institute of Technical Chemistry, Perm 614000. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1380–1383, October, 1997.

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Galeeva, R.N., Gavrilov, M.Y., Feshina, E.V. et al. Synthesis and properties of 2-substituted 1-aryl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindine-4-ones. Chem Heterocycl Compd 33, 1199–1202 (1997). https://doi.org/10.1007/BF02290870

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  • DOI: https://doi.org/10.1007/BF02290870

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