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Merck

A facile preparation of imidazolinium chlorides.

Organic letters (2008-04-17)
Kevin M Kuhn, Robert H Grubbs
RÉSUMÉ

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).

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Sigma-Aldrich
Formamidine acetate salt, 99%
Sigma-Aldrich
Formamidine hydrochloride, 97%