Skip to main content
SpringerLink
Log in

Chemistry of 2-hetarylbenimidazoles. 7. Transformations of trans-1-methyl-2-[Β-(2′-furyl)vinyl] benzimidazole

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Electrophilic substitution reactions in the furylvinylbenzimidazole series were studied. In nitration, sulfonation, bromination, acylation, formylation, and hydroxymethylation reactions, the substituent enters at the α-position of the furan ring. The presence of a vinylene group reduces the influence of the benzimidazole fragment on the furan ring, and therefore the reactions in the latter proceed considerably more rapidly and under milder conditions than in the case of furylbenzimidazole. Calculated data are given for the π-electronic density on the carbon atoms of furyl-vinylbenzimidazole, obtained by the CNDO method.

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. M. M. El'chaninov, N. N. Magdesieva, A. M. Simonov, and N. G. Chovnikova, Khim. Geterotsikl. Soedin., No. 11, 1531 (1983).

    Google Scholar 

  2. L. Ya. Bakhmet and F. T. Pozharskii, No. 6, 832 (1970).

  3. M. M. El'chaninov, L. Ya. Oleinikova, and A. M. Simonov, Khim. Geterotsikl Soedin., No. 8, 1047 (1979).

    Google Scholar 

  4. M. M. El'chaninov, A. M. Simonov, and B. Ya. Simkin, Khim. Geterotsikl. Soedin., No. 8, 1089 (1982).

    Google Scholar 

  5. V. I. Minkin, B. Ya. Simkin, L. P. Olekhnovich, and M. I. Knyazhanskii, Teort. Eksp. Khim.,10, 668 (1974).

    Google Scholar 

  6. F. T. Pozharskii, V. Ts. Bukhaeva, A. M. Simonov, L. Ya. Bakhmet, and O. M. Aleksan'yan, Khim. Geterotsikl. Soedin., No. 2, 325 (1969).

    Google Scholar 

  7. Dainippon Pharmaceutical Co., Ltd., French Patent No. 2583; Chem., Abstr.,61, 13319 (1964).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. M. A. Suslov Rostov State University, 344006, Rostov-on-Don

    M. M. El'chaninov, V. M. Stoyanov, A. M. Simonov & B. Ya. Simkin

Authors
  1. M. M. El'chaninov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. M. Stoyanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. M. Simonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. B. Ya. Simkin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Communication 6, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1078–1081, August, 1986.

The authors wish to express their gratitude to Yu. N. Sheinker for help in the interpretation of the PMR spectra.

Rights and permissions

Reprints and permissions

About this article

Cite this article

El'chaninov, M.M., Stoyanov, V.M., Simonov, A.M. et al. Chemistry of 2-hetarylbenimidazoles. 7. Transformations of trans-1-methyl-2-[Β-(2′-furyl)vinyl] benzimidazole. Chem Heterocycl Compd 22, 872–875 (1986). https://doi.org/10.1007/BF01175062

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01175062

Keywords

Search

Navigation