Skip to main content
Log in

Friedel-crafts acylation of benzimidazolin-2-ones with aliphatic acid chlorides

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The acylation of benzimidazolin-2-one and its 5,6-disubstituted derivatives with aliphatic acid chlorides in the presence of anhydrous aluminum chloride was studied. The corresponding 5(6)-acyl-, 5-R-6-acyl-, and 5,6-dimethyl-4-acylbenzimidaz-olin-2-ones, the structures of which were confirmed by the results of elementary analysis and IR, PMR, and mass spectroscopy, were obtained. The yields of the acylation products depend on the electronic effects of the substituents in the benzene ring of the benzimidazolin-2-one and on steric factors.

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. N. N. Mel'nikov, The Chemistry and Technology of Pesticides [in Russian], Khimiya, Moscow (1974), p. 636.

    Google Scholar 

  2. Yu. A. Rozin, E. P. Darienko, and Z. V. Pushkareva, Khim. Geterostikl. Soedin., No. 4, 698 (1968).

    Google Scholar 

  3. A. V. El'tsov and N. M. Ginzburg, Zh. Obshch. Khim., 34, 1624 (1964).

    Google Scholar 

  4. J. R. Vaughan and J. J. Blodinger, J. Am. Chem. Soc., 77, 5757 (1955).

    Google Scholar 

  5. R. L. Clark and A. A. Pesolano, J. Am. Chem. Soc., 80, 1657 (1958).

    Google Scholar 

  6. L. A. Kazitsyna and N. B. Kuplet-skaya, Application of UV, IR, NMR, and Mass Spectroscopy in Organic Chemistry [in Russian], Izd. Moskovsk. Gosudarstv. Univ., Moscow (1979), p. 211.

    Google Scholar 

  7. Ch. Sh. Kadyrov, Uzb. Khim. Zh., No. 2, 52 (964).

  8. P. N. Gore and J. A. Hoskins, Chem. Commun., No. 22, 835 (1966).

    Google Scholar 

  9. Ch. Sh. Kadyrov, M. N. Kosyakovskaya, and M. R. Yagudaev, Uzb. Khim. Zh., No. 3, 39 (1968).

    Google Scholar 

  10. L. S. Éfros and A. V. El'tsov, Zh. Obshch. Khim., 27, 127 (1957).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklieheskikh Soedinenii, No. 6, pp. 808–811, June, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kadyrov, C.S., Khalikov, S.S. Friedel-crafts acylation of benzimidazolin-2-ones with aliphatic acid chlorides. Chem Heterocycl Compd 20, 658–661 (1984). https://doi.org/10.1007/BF00508678

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00508678

Keywords

Navigation