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Selective O- and N3-alkylation of 2-alkylthio-4-hydroxypyrimidines by haloacetates

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The effect of a number of factors on the regioselectivity of alkylation of 2-alkylthio-4-hydroxypyrimidines by methyl bromoacetate has been studied. In non-polar and low-polarity solvents N3-alkylation predominated whereas O-alkylation occurred in aprotic dipolar solvents. Preparative methods for the synthesis of O- and N3-carbomethoxymethyl 2-alkylthio-4-hydroxypyrimidines have been developed.

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Authors and Affiliations

  1. V. Kapsukas State University, 232734, Vilnyus

    P. I. Vainilavichyus & V. Yu. Syadyaryavichyute

Authors
  1. P. I. Vainilavichyus
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  2. V. Yu. Syadyaryavichyute
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1655–1658, December, 1987.

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Vainilavichyus, P.I., Syadyaryavichyute, V.Y. Selective O- and N3-alkylation of 2-alkylthio-4-hydroxypyrimidines by haloacetates. Chem Heterocycl Compd 23, 1332–1335 (1987). https://doi.org/10.1007/BF00472259

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  • DOI: https://doi.org/10.1007/BF00472259

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