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Investigation of nitrogen- and sulfurcontaining heterocycles

XVI. Reaction of 5-amino-6-mercaptopyrimidines with haloketo acid esters

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It is shown that 5-acetamido-6-carbethoxymethylmercaptopyrimidines (IV-VII) a r e formed by reaction of 5-amino-6-mercaptopyrimidines (I-IlI) with α-chloro- and α-chloro-α-methylacetoacetic esters in the presence of excess alkali, while 6-methyl-7-carbethoxy-pyrimidothiazines (XI-XIII) are formed in the absence of alkali; under similar conditions, hydroxyamino compounds VIII-X and 6-carbethoxymethylpyrimidothiazines XIV-XVI are obtained from I-III and γ-chloroacetoacetic ester. 6-Carbethoxy- and 7-carbethoxypyrimidothiazines XVII-XXI were synthesized from I-III and ethyl bromopyruvate, II, and chloroformylacetic ester, respectively.

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Literature cited

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry, Moscow

    T. S. Safonova, M. P. Nemeryuk & G. P. Syrova

Authors
  1. T. S. Safonova
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  2. M. P. Nemeryuk
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  3. G. P. Syrova
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Additional information

For Communication XV, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1423–1427, October, 1970.

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Safonova, T.S., Nemeryuk, M.P. & Syrova, G.P. Investigation of nitrogen- and sulfurcontaining heterocycles. Chem Heterocycl Compd 6, 1329–1332 (1970). https://doi.org/10.1007/BF00755090

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  • DOI: https://doi.org/10.1007/BF00755090

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