Skip to main content
SpringerLink
Log in

Cyclization of N1(1-Anthmquinonyl)-N2-phenylthiourea into thiazole derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N1-(1-Anthraquinonyl)-N2-phenylthiourea, obtained from the reaction of 1-amino-anthraquinone with phenyl isothiocyanate, cyclizes in an alkaline medium into 2-3-dihydro-2-phenylimino-1H-anthra[1,2-d]thiazole-6,11-dione. Treatment of anthraquinonylthiourea with bromine in chloroform results in the formation of 1-(2-benzothiazolyl)aminoanthraquinone together with a small amount of anthrathiazole.

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

Literature Cited

  1. V. A. Savel'ev and V. A. Loskutov, Khim. Geterotsikl. Soedin., No. 6, 778 (1989).

    Google Scholar 

  2. J. Metzger, Comprehensive Heterocyclic Chemistry, Vol. 6, A. R. Karitzky and C. W. Rees (eds.), Pergamon Press, Oxford (1984), p. 323.

    Google Scholar 

  3. A. S. Hammam and B. E. Bayoumy, Coll. Czech. Chem. Commun. 50, 71 (1985).

    Google Scholar 

  4. A. M. Omar and O. M. Aboul Wafa, J. Heterocycl. Chem., 21, 1665 (1984).

    Google Scholar 

  5. M. Richter, M. Augustin, W. Kochmann, M. Pallas, W. Schnelle, H. J. Hartmann, M. Sieler, and K. Goetzchel, GDR Patent No. 147540; Chem. Abstr., 95, 169171 (1981).

    Google Scholar 

  6. V. A. Loskutov and V. A. Savel'ev, Zh. Org. Khim., 23, 383 (1987).

    Google Scholar 

  7. M. Mikolajczyk and J. Luczak, Chem. Ind., No. 2, 76 (1972).

    Google Scholar 

  8. L. Bellamy, Infrared Spectra of Complex Molecules [russian translation], Inostr. Lit., Moscow (1963), p. 384.

    Google Scholar 

  9. S. Simowa, R. Radeglia, and E. Fanghánel, J. Prakt. Chem., 325, 863 (1983).

    Google Scholar 

  10. J. Metzger and H. Planch, Chim. Ind., 75, 929 (1956).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk

    V. A. Savel'ev & V. A. Loskutov

Authors
  1. V. A. Savel'ev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. A. Loskutov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1273–1277, September, 1989.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Savel'ev, V.A., Loskutov, V.A. Cyclization of N1(1-Anthmquinonyl)-N2-phenylthiourea into thiazole derivatives. Chem Heterocycl Compd 25, 1066–1070 (1989). https://doi.org/10.1007/BF00487313

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00487313

Keywords

Search

Navigation