Chemistry of Heterocyclic Compounds

, Volume 2, Issue 5, pp 584–587 | Cite as

The synthesis of compounds with antithyroid activity

VII. S- and N- acyl derivatives of 2 -mercaptoimidazoles (imidazole-2-thiones)
  • I. B. Simon
  • I. I. Kovtunovskaya-Levshina
Article
  • 36 Downloads

Abstract

N-Acyl derivatives of imidazole-2-thione and its derivatives were obtained by the reaction of imidazole2-thione and its derivatives with aliphatic anhydrides and with benzoyl chloride in pyridine. The hydrochlorides of 1-methyl and 4 (5)-methyl-S benzoylimidazole-2-thione were obtained by the reaction of 1-methyl- and 4 (5)-methylimidazole-2-thione with benzoyl chloride in dry ethanol. The acylation of imidazole-2-thione and of some of its derivatives was investigated with the aid of their IR spectra, and the importance of the medium in the formation of N- and S -acyl derivatives was shown, as well as the possibility of the migration of substituants from the S — to the N atom under its influence.

Keywords

Chloride Migration Organic Chemistry Pyridine Hydrochloride 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    I. I. Kovtunovskaya-Levshina, Trudy Ukr. Inst. Exp. Endocrinol., Kharkov, 18, 350, 1961.Google Scholar
  2. 2.
    A. Lawson, C. Rimington, and C. Searle, Lancet., 2, 619, 1951.Google Scholar
  3. 3.
    A. Lawson and H. Morley, J. Chem. Soc., 1103, 1956.Google Scholar
  4. 4.
    I. B. Simon and I. I. Kovtunovskaya, ZhOKh, 25, 1226, 1955.Google Scholar
  5. 5.
    I. B. Simon and I. I. Kovtunovskaya-Levshina, Trudy Ukr. Inst. Exp. Endocrinol., Kharkov, 18, 345, 1961.Google Scholar
  6. 6.
    S. Gabriel and G. Pinkus, Ber., 26, 2198, 1893.Google Scholar
  7. 7.
    F. H. Heath, A. Lawson, and C. Rimington, J. Chem. Soc., 2217, 1951.Google Scholar

Copyright information

© The Faraday Press, Inc. 1968

Authors and Affiliations

  • I. B. Simon
    • 1
  • I. I. Kovtunovskaya-Levshina
    • 1
  1. 1.Kharkov Scientific Research Institute for Endocrinology and Hormone ChemistryUSSR

Personalised recommendations