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Investigations in the series of heterocycles. 55. Synthesis and some reactions of 2-aryl-4-halo-6-oxo-1,3-thiazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2-aryl-4-hydroxy-6-oxo-1,3-thiazines with Vilsmeier's reagent results in the formation of a mixture of 2-aryl-6-oxo-4-chloro-1,3-thiazines and their 5-formyl analogs. Reactions involving the nucleophilic replacement of the halogen and nucleophilic addition to an aldehydic group have been studied. The intramolecular cyclization of the oxime and phenylhydrazone of 6-oxo-2-phenyl-5-formyl-4-chloro-1,3-thiazine gives new heteroaromatic systems, viz., isoxazolo-[4,5-d]-1,3-thiazine and pyrazolo]4,5-d]-1,3-thiazine, respectively.

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Authors and Affiliations

  1. Leningrad Pharmaceutical Chemistry Institute, 197022, Leningrad

    G. A. Mironova, E. N. Kirillova, V. N. Kuklin, N. A. Smorygo & B. A. Ivin

Authors
  1. G. A. Mironova
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  2. E. N. Kirillova
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  3. V. N. Kuklin
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  4. N. A. Smorygo
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  5. B. A. Ivin
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Additional information

For report 54 see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1328–1334, October, 1984.

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Mironova, G.A., Kirillova, E.N., Kuklin, V.N. et al. Investigations in the series of heterocycles. 55. Synthesis and some reactions of 2-aryl-4-halo-6-oxo-1,3-thiazines. Chem Heterocycl Compd 20, 1088–1094 (1984). https://doi.org/10.1007/BF00503595

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  • DOI: https://doi.org/10.1007/BF00503595

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