Russian Journal of Organic Chemistry

, Volume 37, Issue 8, pp 1153–1157 | Cite as

Adamantylation of Imidazoles and Benzimidazole

  • G. F. Raenko
  • N. I. Korotkikh
  • T. M. Pekhtereva
  • O. P. Shvaika


For the first time is reported on substitution of a hydrogen atom in position 4 of the imidazole ring with an aliphatic substituent occurring in reaction between 1-bromoadamantane and imidazoles. The reaction proceeds alongside the substitution in position 1 at heating in excess imidazole. In o-dichlorobenzene solution adamantylation of benzimidazole afforded 1-(1-adamantyl)benzimidazole and 1,3-di(1-adamantyl)benzimidazolium bromide. The specific features of the reactions course are described. The structure of compounds obtained is proved by 1H NMR spectroscopy.


Hydrogen Spectroscopy Bromide Organic Chemistry Hydrogen Atom 
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Copyright information

© MAIK “Nauka/Interperiodica” 2001

Authors and Affiliations

  • G. F. Raenko
    • 1
  • N. I. Korotkikh
    • 1
  • T. M. Pekhtereva
    • 1
  • O. P. Shvaika
    • 1
  1. 1.Ukrainian National Academy of SciencesLitvinenko Institute of Physical Organic and Coal ChemistryDonetskUkraine

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