Skip to main content
SpringerLink
Log in

Research in the isoxazole series

XXIX. Study of homolytic bromination of methylisoxazoles by PMR spectroscopy

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The direction of homolytic bromination of 4-X-3,5-dimethylisoxazoles (X=CH3, Cl. Br, p-O2NC6H4) with N-bromosuccinimide (NBS) was studied by PMR spectroscopy. Two of the three CH3 groups in 3,4,5-trimethylisoxazole react with NBS, and their activity decreases in the order 4-C>5-C »3-C. Only the CH3 groups in the 5 position react in the remaining compounds.

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. S. D. Sokolov, T. N. Egorova, and I. M. Yudintseva, Khim. Geterotsikl. Soedin., 597 (1974).

  2. N. K. Kochetkov, S. D. Sokolov, and N. M. Vagurtova, Zh. Obshch. Khim., 32, 325 (1962).

    Google Scholar 

  3. S. D. Sokolov and N. K. Kochetkov, Zh. Obshch. Khim., 33, 1192 (1963).

    Google Scholar 

  4. J. H. Incremona and J. C. Martin, J. Amer. Chem. Soc., 92, 627 (1970).

    Google Scholar 

  5. S. D. Sokolov, I. M. Yudintseva, and P. V. Petrovsii, Zh. Organ. Khim. 6, 2584 (1970).

    Google Scholar 

  6. Kyong Pae Park, Chyng-yann Shiue, and L. B. Clapp, J. Org. Chem., 6, 2584 (1970).

    Google Scholar 

  7. P. Maggioni, G. Gaudiano, and P. Braro, Gazz. Chim. Ital.. 96, 443 (1966).

    Google Scholar 

  8. R. G. Micetich, Canad. J. Chem., 48, 3753 (1970).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical Chemistry Institute, Moscow

    S. D. Sokolov, T. N. Egorova & P. V. Petrovskii

Authors
  1. S. D. Sokolov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. N. Egorova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. P. V. Petrovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

See [1] for communication XXVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 602–603, May, 1974.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sokolov, S.D., Egorova, T.N. & Petrovskii, P.V. Research in the isoxazole series. Chem Heterocycl Compd 10, 521–522 (1974). https://doi.org/10.1007/BF00471317

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00471317

Keywords

Search

Navigation