Reaction #640593
ord-8fa588fb4cd9476d9bdde23f151608de
Reaction equation
ethylenediamine
3-(trifluoromethoxy)benzoylchloride
acetonitrile
→
title compound
1,3-Bis-(3-trifluoromethoxybenzyl)imidazolidin-2-ylideneamine
Reagents
None
Conditions
Detailed conditions
See reaction.notes.procedure_details.
Procedure
The title compound was prepared in three steps as described in Procedure D. In the first step, ethylenediamine was reacted in acetonitrile with 3-(trifluoromethoxy)benzoylchloride (2 eq) in the presence of TEA to give the N,N′-dibenzoylated ethylenediamine upon aqueous work-up. After the last step (reaction with cyanogen bromide), the crude product was isolated upon aqueous work-up, recrystallized from diethyl ether and the title compound isolated as the hydrogen bromide salt. MS (ES+) m/z 434 ([M+1]+, 100); HR-MS: 434.1299 ([M+1]+, C19H18F6N3O2; calc. 434.13032).