Skip to main content
Log in

Synthesis of 1,3-Dialkylimidazolium and 1,3-Dialkylbenzimidazolium Salts

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

A number of N-alkylimidazoles and N-alkylbenzimidazoles were synthesized by reactions of imidazole and benzimidazole with alkyl halides. The reaction rate increases by a factor of 2 to 3 under conditions of microwave activation. Subsequent treatment of the resulting N-alkylazoles with alkyl halides afforded the corresponding 1,3-dialkylimidazolium and 1,3-dialkylbenzimidazolium halides.

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

REFERENCES

  1. Abramzon, A.A., Pevzner, M.S., Kofman, T.P., and Alam, L.V., Zh. Prikl. Khim., 1996, vol. 69, p. 2026.

    Google Scholar 

  2. Tarasova, O.A., Shmidt, E.Yu., Baikalova, L.V., Mikhaleva, A.I., and Trofimov, B.A., Izv. Ross. Akad. Nauk, Ser. Khim., 1997, p. 2005.

  3. Hayat, S., Atta-ur-Rahman, Choudhary, M.I., Khan, K.M., Schumann, W., and Bayer, E., Tetrahedron, 2001, vol. 57, p. 9951.

    Google Scholar 

  4. Haque, M.R. and Rasmussen, M., Tetrahedron, 1994, vol. 50, p. 5535.

    Google Scholar 

  5. Herrmann, W.A., Köcher, C., Gooβen, L.J., and Artus, G.R.J., Chem. Eur. J., 1996, vol. 2, p. 1627.

    Google Scholar 

  6. Arduengo, A.J., III, Harlow, R.L., and Kline, M., J. Am. Chem. Soc., 1991, vol. 113, p. 361.

    Google Scholar 

  7. Bonhote, P., Dias, A.-P., Papageorgiou, N., Kalyanasundaram, K., and Grätzel, M., Inorg. Chem., 1996, vol. 35, p. 1168.

    Google Scholar 

  8. Bates, E.D., Mayton, R.D., Ntai, I., and Davis, J.H., J. Am. Chem. Soc., 2002, vol. 124, p. 926.

    Google Scholar 

  9. Lidström, P., Tierney, J., Wathey, B., and Westman, J., Tetrahedron, 2001, vol. 57, p. 9225.

    Google Scholar 

  10. Gedye, R.N., Smith, F.E., and Westaway, K.C., Can. J. Chem., 1988, vol. 66, p. 17.

    Google Scholar 

  11. Bogdal, D., Pielichowski, J., and Jaskot, K., Heterocycles, 1997, vol. 45, p. 715.

    Google Scholar 

  12. Bogdal, D., Pielichowski, J., and Jaskot, K., Synth. Commun., 1997, vol. 27, p. 1553.

    Google Scholar 

  13. Olofson, R.A. and Kendall, R.V., J. Org. Chem., 1970, vol. 35, p. 2246.

    Google Scholar 

  14. Jones, J.B. and Young, J.M., Can. J. Chem., 1970, vol. 48, p. 1566.

    Google Scholar 

  15. Seoud, O. and Aldrigue, W., An. Acad. Brasil. Cienc., 1978, vol. 1, p. 87.

    Google Scholar 

  16. Lionel, R.M., Philip, J.F.D., and Gokhan, Y., Tetrahedron, 1996, vol. 52, p. 9877.

    Google Scholar 

  17. Gordon, A.J. and Ford, R.A., The Chemist's Companion, New York: Wiley, 1972.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Starikova, O.V., Dolgushin, G.V., Larina, L.I. et al. Synthesis of 1,3-Dialkylimidazolium and 1,3-Dialkylbenzimidazolium Salts. Russian Journal of Organic Chemistry 39, 1467–1470 (2003). https://doi.org/10.1023/B:RUJO.0000010563.79902.47

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:RUJO.0000010563.79902.47

Keywords

Navigation