Skip to main content
SpringerLink
Log in

Quinazolines

VI. Reaction of anthranilic acid and its substituted derivatives with lactams

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method was developed for the preparation of 2,3-polymethylene-3,4-dihydro-4-quinazolones with substituents in the benzene and polymethylene chains by reaction of anthranilic acid and its substituted derivatives with γ-butyro-, 5-phenyl-γ-butyro-, ɛ-capro-, and α-chloro-ɛ-caprolactams in the presence of dehydrating agents. The corresponding quinazolines were obtained by reduction of the synthesized quinazolones.

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. A. Irisbaev, Kh. M. Shakhidoyatov, and Ch. Sh. Kadyrov, Zh. Prirodn. Soedin., No. 4, 531 (1975).

    Google Scholar 

  2. S. Yu. Yunusov, Alkaloids [in Russian], Tashkent (1974), p. 169.

  3. Kh. N. Khashamov, M. V. Telezhenetskaya, and S. Yu. Yunusov, Khim. Prirodn. Soedin., 456 (1969).

  4. A. Chatterjee and M. Gonguly, Phytochem., 307 (1968).

  5. R. S. Moris, W. F. Handford, and R. Adams, J. Amer. Chem. Soc., 57, 951 (1935).

    Google Scholar 

  6. E. Spath, F. Kuffner, and N. Platzer, Ber., 68, 2221 (1935).

    Google Scholar 

  7. S. Peterson and E. Tietze, US Patent No. 2992221 (1961).

  8. H. Mohrle and C. M. Sildel, Ber., 106, 1595 (1973).

    Google Scholar 

  9. W. F. Handford and R. Adams, J. Amer. Chem. Soc., 57, 92 (1935).

    Google Scholar 

  10. E. Spath, F. Kuffner, and N. Platzer, Ber., 69, 255 (1936).

    Google Scholar 

  11. G. G. Muor and R. Madronero, Ber., 95, 2182 (1962).

    Google Scholar 

  12. J. Timathy, Frederic D. B. Domolo, Helene Van Holven, B. Paul, and L. Bernard, J. Med. Chem., 16, 633 (1973).

    Google Scholar 

  13. N. I. Koretskaya and A. M. Utkin, Zh. Obshch. Khim., 28, 1087 (1958).

    Google Scholar 

  14. A. Ettenne and Y. Correia, Bull. Soc. Chim. France, 3704 (1969).

  15. H. Mohrle and P. Gandlach, Tetrahedron Lett., 3249 (1970).

  16. Preparative Organic Chemistry [translated into Russian from Polish], Khimiya (1964), p. 509.

  17. F. Ullmann and J. B. Uzbachian, Ber., 36, 1802 (1903).

    Google Scholar 

  18. A. S. Wheeler, J. Amer. Chem. Soc., 31, 566 (1909).

    Google Scholar 

  19. O. Yu. Magidson and E. S. Golovchinskaya, Zh. Obshch. Khim., 8, 1797 (1938).

    Google Scholar 

  20. Organic Syntheses [Russian translation], Vol. 2 (1943).

  21. R. Tull, R. C. O. Nell, E. P. McCarthy, J. J. Papes, and M. J. Chemerda, J. Org. Chem., 29, 2425 (1964).

    Google Scholar 

  22. G. I. Nikishin, B. D. Vorob'ev, and A. D. Petrov, Dokl. Akad. Nauk SSSR, 136, 360 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent

    Kh. M. Shakhidoyatov, A. Irisbaev, L. M. Yun, É. Oripov & Ch. Sh. Kadyrov

Authors
  1. Kh. M. Shakhidoyatov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. Irisbaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. M. Yun
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. É. Oripov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Ch. Sh. Kadyrov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

See [1] for communication V.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1564–1569, November, 1976.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shakhidoyatov, K.M., Irisbaev, A., Yun, L.M. et al. Quinazolines. Chem Heterocycl Compd 12, 1286–1291 (1976). https://doi.org/10.1007/BF00470236

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00470236

Keywords

Search

Navigation