A facile preparation of imidazolinium chlorides

Org Lett. 2008 May 15;10(10):2075-7. doi: 10.1021/ol800628a. Epub 2008 Apr 16.

Abstract

A process for the preparation of symmetric and unsymmetric imidazolinium chlorides that involves reaction of a formamidine with dichloroethane and a base (a) is described. This method makes it possible to obtain numerous imidazolinium chlorides under solvent-free reaction conditions and in excellent yields with purification by simple filtration. Alternatively, symmetric imidazolinium chlorides can be prepared directly in moderate yields from substituted anilines by utilizing half of the formamidine intermediate as sacrificial base (b).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amidines / chemistry
  • Chlorides / chemical synthesis*
  • Chlorides / chemistry
  • Ethylene Dichlorides / chemistry
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Amidines
  • Chlorides
  • Ethylene Dichlorides
  • Imidazoles
  • formamidine