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Transformations of 2-aminopyrimidines and their N-oxides under diazotization conditions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The diazotization of 2-aminopyrimidines and their N-oxides in solutions with various acidities was studied. It is shown that the amino group in pyrimidine N-oxides is not diazotized in strongly acidic media and that bromination in the 5 position of the pyrimidine ring is observed in concentrated hydrobromic acid. When the reaction was carried out in moderately acidic media, it was possible to synthesize the difficult-to-obtain 2-halopyrimidine N-oxides.

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk

    V. F. Sedova, T. Yu. Mustafina, V. P. Krivopalov & V. P. Mamaev

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  1. V. F. Sedova
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  2. T. Yu. Mustafina
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  3. V. P. Krivopalov
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  4. V. P. Mamaev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 102–106, January, 1983.

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Sedova, V.F., Mustafina, T.Y., Krivopalov, V.P. et al. Transformations of 2-aminopyrimidines and their N-oxides under diazotization conditions. Chem Heterocycl Compd 19, 91–95 (1983). https://doi.org/10.1007/BF00512824

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  • DOI: https://doi.org/10.1007/BF00512824

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