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Nitrogen- and sulfur-containing heterocycles

XIX. 7H-4-chloro-6-aryl- and 5H-pyrimido[4,5-b][1,4]thiazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4-Chloro-5-amino- and 4-chloro-5-methylamino-6-phenacylmercaptopyrimidines (II–V and XVI–XX) were obtained by the reaction of 4-chloro-5-amino- and 4-chloro-5-methylamino-6-mercaptopyrimidines (I and XV) with phenacyl halides. It is shown that II–V are cyclized by alkalis to 4-chloro-6-aryl-6-hydroxy-5,6-dihydropyrimido[4,5-b][1,4]thiazines (VI–IXa), while both II–IXa and XVI–XIX, respectively, are converted to 7H-4-chloro-6-aryl- (X–XIII) and 5H-4-chloro-5-methyl-6-arylpyrimido[4,5-b][1,4]thiazines (XX–XXIII) under the influence of acidic reagents.

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Literature cited

  1. M. P. Nemeryuk and T. S. Safonova, Khim. Geterotsikl. Soedin., 486 (1967),

  2. T. S. Safonova and M. P. Nemeryuk, Khim. Geterotsikl. Soedin., 735 (1968).

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See [5] for communication XVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 73–77, January, 1971.

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Nemeryuk, M.P., Safonova, T.S. Nitrogen- and sulfur-containing heterocycles. Chem Heterocycl Compd 7, 70–73 (1971). https://doi.org/10.1007/BF00477953

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  • DOI: https://doi.org/10.1007/BF00477953

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