Skip to main content
Log in

Synthesis of nitro-substituted 4-methyl-2,3-dihydro- and 2,3,4,5-tetrahydro-1H-1,5-benzo-2-diazepinones

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The nitration of 4-methyl-2,3-dihydro-1H-1,5-benzo-2-diazepinone gives the 7 nitro derivative. The 8-nitro isomer was obtained from 4-nitro-1,2-phenylenediamine. The catalytic hydrogenation of the nitrobenzodiazepinones gives the 7- and 8-amino derivatives. The nitrobenzodiazepinones exist in the enol form in alkaline media.

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. A. N. Kost, Z. F. Solomko, V. A. Budylin, and T. S. Semenova, Khim. Geterotsikl. Soedin., 696 (1972).

  2. M. Israel and L. C. Jones, J. Geterocycl, Chem., 8, 797 (1971).

    Google Scholar 

  3. E. Mueller, R. Haller, and K. W. Merz, Ann., 697, 193 (1966).

    Google Scholar 

  4. O. Kym and L. Ratner, Ber., 45, 3238 (1912).

    Google Scholar 

  5. R. M. Acheson and W, R. Tully, J. Chem. Soc., C, 1117 (1970).

    Google Scholar 

  6. J. Davoll, J. Chem. Soc., 308 (1960).

  7. W. A. Sexton, J. Chem. Soc., 303 (1942).

  8. A. Rossi, A. Hunger, J. Kebrle, and K. Hoffmann, Helv. China. Acta, 43, 1298 (1960).

    Google Scholar 

  9. Organic Synthesis [Russian translation], Vol. 3, Inostr. Lit., Moscow (1959), p. 162.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 833–837, June, 1974.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Puodzhyunaite, B.A., Talaikite, Z.A. Synthesis of nitro-substituted 4-methyl-2,3-dihydro- and 2,3,4,5-tetrahydro-1H-1,5-benzo-2-diazepinones. Chem Heterocycl Compd 10, 724–727 (1974). https://doi.org/10.1007/BF00480936

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00480936

Keywords

Navigation