Skip to main content
SpringerLink
Log in

Chemical transformations of 2,4-diaryl-2,3-dihydro-1H,1,5-benzodiazepines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The behavior of 2,4-diphenyl-2,3-dihydro-1H-1,5-benzodiazepine in acylation, alkylation, nitrosation, oxidation, reduction, salt formation, and opening of the diazepine ring under the influence of various dinucleophiles and acids was studied. It is shown that the dihydrodiazepine ring is extremely sensitive to acidic reagents and undergoes rearrangement to an imidazole ring under their influence. The structure of the cis- and trans-tetrahydroazepines were analyzed thoroughly.

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. N. M. Omar, Indian J. Chem., No. 17, 27 (1974).

    Google Scholar 

  2. K. Hideg, O. Hideg, F. Varga, and E. Fischer, West German Patent No. 1933666; Chem. Abstr., 73, 99002 (1970).

    Google Scholar 

  3. W. Werner, W. Zschiesche, J. Guetther, and H. Heinecke, Pharmazie, 31, 282 (1976).

    Google Scholar 

  4. V. D. Orlov, N. N. Kolos, F. G. Yaremenko, and V. F. Lavrushin, Khim. Geterotsikl. Soedin., No. 5, 697 (1980).

    Google Scholar 

  5. Sadtler Research Laboratories, Catalog of Spectra, Philadelphia, USA (1972), ref. 4063.

  6. S. U. Kulkarni and K. A. Thakar, J. Indian Chem. Soc., 52, 849 (1975).

    Google Scholar 

  7. K. Ingold, Theoretical Foundations of Organic Chemistry [Russian translation], Mir, Moscow (1973), p. 634.

    Google Scholar 

  8. V. M. Potapov, Stereochemistry [in Russian], Khimiya, Moscow (1976), p. 339.

    Google Scholar 

  9. A. Zhunke, Nuclear Magnetic Resonance in Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 72.

    Google Scholar 

  10. P. W. W. Hunyer and G. A. Webb, Tetrahedron, 29, 147 (1973).

    Google Scholar 

  11. D. Lloyd, H. R. McDongall, and D. R. Marshall, J. Chem. Soc., No. 6, 3785 (1965).

    Google Scholar 

  12. J. A. Barltrop, C. G. Richard, D. M. Russell, and G. Ryback, J. Chem. Soc., No. 4, 1132 (1959).

    Google Scholar 

  13. Dictionary of Organic Compounds [Russian translation], Vol. 1, Inostr. Lit., Moscow (1949), pp. 415, 880.

  14. L. Knorr and H. Laubmann, Ber., 21, 1212 (1888).

    Google Scholar 

  15. D. G. Johnson, J. Am. Chem. Soc., 75, 2720 (1953).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A. M. Gor'kii Kharkov State University, 310077, Kharkov

    V. D. Orlov, N. N. Kolos, S. M. Desenko & V. F. Lavrushin

Authors
  1. V. D. Orlov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. N. Kolos
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. M. Desenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. F. Lavrushin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikl Soedinenii, No. 6, pp. 830–836, June, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Orlov, V.D., Kolos, N.N., Desenko, S.M. et al. Chemical transformations of 2,4-diaryl-2,3-dihydro-1H,1,5-benzodiazepines. Chem Heterocycl Compd 18, 631–636 (1982). https://doi.org/10.1007/BF00506159

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00506159

Keywords

Search

Navigation