Skip to main content
Log in

Aromatic derivatives of 2,3-dihydro-1H-1,5-benzodiazepine

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The formation of 2,2,4-trisubstituted 2,3-dihydro-1H-1,5-benzodiazepines in the reactions of acetylarenes with 4-ethoxy- and 3,5-dimethyl-1,2-phenylenediamine was studied. The effect of the substituents on the individual stages of the reactions is discussed. A quantum-chemical calculation of the relative nucleophilicity of 1,2-phenylenediamine, 2,3-diaminopyridine, and 3,4-diaminofurazan was undertaken.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. V. D. Orlov, S. M. Desenko, and N. N. Kolos, Khim. Geterotsikl. Soedin., No. 1, 126 (1984).

    Google Scholar 

  2. V. D. Orlov and S. M. Desenko, Khim. Geterotsikl. Soedin., No. 12, 1673 (1985).

    Google Scholar 

  3. F. G. Yaremenko, V. D. Orlov, N. N. Kolos, and V. F. Lavrushin, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol.,23, 831 (1980).

    Google Scholar 

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

    Google Scholar 

  5. C. K. Ingold, Theoretical Principles of Organic Chemistry [Russian translation], Mir, Moscow (1973), p. 831.

    Google Scholar 

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

    Google Scholar 

  7. R. Zagradnik and R. Polak, Fundamentals of Quantum Chemistry [Russian translation], Mir, Moscow (1979), p. 229.

    Google Scholar 

  8. J. Klopman, J. Am. Chem. Soc.,90, 6049 (1968).

    Google Scholar 

  9. L. A. Yanovskaya, G. V. Kryshtal', and V. V. Kul'ganek, Usp. Khim., No. 8, 1280 (1984).

    Google Scholar 

  10. G. V. Kryshtal', K. N. Burshtein, V. V. Kul'ganek, and L. A. Yanovskaya, Izv. Akad. Nauk SSSR, Ser., Khim., No. 11, 2541 (1984).

    Google Scholar 

  11. L. A. Yanovskaya, B. Umirzakov, and V. F. Kucherov, Tetrahedron,29, 4321 (1973).

    Google Scholar 

  12. V. D. Orlov and I. Z. Papiashvili, Khim. Geterotsikl. Soedin., No. 2, 241 (1985).

    Google Scholar 

  13. V. G. Andrianov and A. V. Eremeev, Khim. Geterotsikl. Soedin., No. 9, 1155 (1984).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 370–375, March, 1987.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Orlov, V.D., Desenko, S.M. & Kiroga, K. Aromatic derivatives of 2,3-dihydro-1H-1,5-benzodiazepine. Chem Heterocycl Compd 23, 311–315 (1987). https://doi.org/10.1007/BF00761991

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00761991

Keywords

Navigation