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Amidoalkylation of 2- and 4-hydroxy-pyrimidines with N-(1,2,2,2-tetra-chloroethyl)amides of carboxylic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2- and 4-hydroxypyrimidines with N-(1,2,2,2-tetrachloroethyl)amides of carboxylic acids in the presence of sodium hydroxide or triethylamine leads to products of amidoalkylation a the N(1) and N(3) atoms respectively. In addition, 2-alkyl-4-hydroxy-pyrimidines give products of O- or C-amidoalkylation with the reagents indicated, evidently caused by steric factors and by kinetic and thermodynamic control.

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References

  1. B. M. Khutova, S. V. Klyuchko, and L. P. Prikazchikova, Khim. Geterotsikl. Soedin., No. 4, 512 (1991)

  2. S. V. Klyuchko, B. M. Khutova, A. B. Rozhenko, E. A. Romaneko, S. I. Vdovenko, L. I. Rybchenko, L. P. Prikazchikova, and B. S. Drach, Khim. Geterotsikl. Soedin., No. 1, 95 (1992).

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Authors
  1. L. P. Prikazchikova
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  2. L. I. Rybchenko
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  3. S. V. Klyuchko
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  4. V. V. Pirozhenko
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  5. B. S. Drach
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Additional information

Institute of Bioorganic Chemistry and Petrochemistry, Ukranian Academy of Sciences, Kiev 253660. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1424–1428, October, 1994. Original article submitted July 20, 1994.

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Prikazchikova, L.P., Rybchenko, L.I., Klyuchko, S.V. et al. Amidoalkylation of 2- and 4-hydroxy-pyrimidines with N-(1,2,2,2-tetra-chloroethyl)amides of carboxylic acids. Chem Heterocycl Compd 30, 1235–1239 (1994). https://doi.org/10.1007/BF01184892

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  • DOI: https://doi.org/10.1007/BF01184892

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