Skip to main content
SpringerLink
Log in

Arylamides of substituted thiocarboxylic acids

III. Cyclizing arylamides of acetylthioacetic acid

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Cyclization of arylamides of acetylthioacetic acid withω-bromoacetophenone gives mixtures containing hydrobromides of 2-(acetylmethylene)-3, 4-diarylthiazolines and 2-(acetylmethylene)-3, 4-diarylthiazolines, and from these mixtures hitherto undescribed substituted 4-thiazoline derivatives were isolated by chromatography. 2-(Acetylmethylene)-3-aryl-4-thiazolidones were obtained for the first time by reacting arylamides with acetylthioacetic acid with monochloroacetic acid in the presence of fused sodium acetate in glacial acetic acid.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Hantsch, Ann., 249, 1, 31, 1888; 250, 257, 281, 1889; 259, 228, 253, 1899.

    Google Scholar 

  2. R. N. Hurd and G. Dela-Mater, Chem. Rev., 61, 45, 1961.

    Google Scholar 

  3. Z. Budesinsky and M. Protiva, Synthetische Arzneimittel, Berlin, 568, 1961; T. Zsolnai, Biochem. Pharmacol., 11, 271, 1962; C. A., 57, 6431, 1962.

  4. E. C. Pennington and W. D. Celmer, J. Am. Chem. Soc., 75, 109, 1953; G. Chen, C. R. Ensor, and J. G. Clarke, Arch. Neurol. Psychiat., 66, 329, 1951; C. A., 46, 5207, 1952; H. Taniyama, K. Hagiwara, H. H. Okada, U. Uchida, and Y. Zasshi, 77, 1236, 1957; C. A., 52, 6322, 1958; H. Tanijama, Y. Tanaka, and H. Uchida, J. Pharm. Soc., Japan, 76, 147, 1956; C. A., 50, 13878, 1956; R. H. Mizzoni and P. C. Eisman, J. Am. Chem. Soc., 80, 3471, 1958.

    Google Scholar 

  5. A. W. Anish and C. A. Clark, U. S. Patent no. 2 500 112, 1950; C. A., 44, 5741, 1950; A. W. Anish and C. A. Clark, U. S. Patent no. 2 476 525, 1949; C. A., 44, 6316, 1950; T. Takahashi and K. Satake, J. Pharm. Soc., Japan, 71, 905, 1951; C. A., 46, 7915e, 1952; J. D. Kendall, U. S. Patent no. 2 438 782, 1948; C. A., 42, 6683, 1948.

    Google Scholar 

  6. Gevaert Photo-Producten N. V., Belgian patent no. 587 301, 1960; C. A., 58, 2990, 1963; J. A. Van Allen, G. R. Lappin, and J. W. Tamblyn, U.S. Patent no. 2 987 503, 1961; C. A., 55, 25335, 1961.

  7. A. N. Borisevich and P. S. Pel'kis, Author's Certificate 170 508, 1963; Byull. izobret., no. 9, 24, 1965.

  8. E. V. Vladzimirskaya, ZhOKh, 34, 2774, 1964.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic Chemistry, AS UkrSSR, USSR

    A. N. Borisevich, S. A. Shulezhko & P. S. Pel'kis

Authors
  1. A. N. Borisevich
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. A. Shulezhko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. P. S. Pel'kis
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Borisevich, A.N., Shulezhko, S.A. & Pel'kis, P.S. Arylamides of substituted thiocarboxylic acids. Chem Heterocycl Compd 2, 264–266 (1967). https://doi.org/10.1007/BF00742363

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00742363

Keywords

Search

Navigation