A facile preparation of imidazolinium chlorides.
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).
Kuhn
Kevin M
KM
The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Grubbs
Robert H
RH
D000578:Amidines / Q000737:chemistry; D002712:Chlorides / Q000138:chemical synthesis* / Q000737:chemistry; D005025:Ethylene Dichlorides / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000578:Amidines; D002712:Chlorides; D005025:Ethylene Dichlorides; D007093:Imidazoles; C077922:formamidine