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Acylation and oxidation of 4-chloro-6-hydroxyaminopyrimidines. Synthesis of 4-chloro-6-nitro(nitroso)pyrimidines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Treatment of 2-R-4,6-dichloropyrimidines with hydroxylamine gives 2-R-4-chloro-6-hydroxyaminopyrimidines, which are converted to mono- and diacyl derivatives upon acylation. Oxidation of 4-chloro-6-hydroxyaminopyrimidines with manganese dioxide or ozone gives the first reported synthesis of 4-chlorine-containing 6-nitroso- or 6-nitropyrimidines, respectively.

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Authors and Affiliations

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

    O. V. Yagodina, V. F. Sedova & V. P. Mamaev

Authors
  1. O. V. Yagodina
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  2. V. F. Sedova
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  3. V. P. Mamaev
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Additional information

Deceased.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1088–1093, August, 1989.

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Yagodina, O.V., Sedova, V.F. & Mamaev, V.P. Acylation and oxidation of 4-chloro-6-hydroxyaminopyrimidines. Synthesis of 4-chloro-6-nitro(nitroso)pyrimidines. Chem Heterocycl Compd 25, 908–913 (1989). https://doi.org/10.1007/BF00479611

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  • DOI: https://doi.org/10.1007/BF00479611

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