Ethylenediamine → 1,3-Bis-(2-methoxy-5-trifluoromethoxybenzyl)imidazolidin-2-ylideneamine

Participants

Reaction Steps

The title compound was prepared in three steps as described in Procedure D. In the first step, ethylenediamine was reacted in acetonitrile with 2-methoxy-5-(trifluoromethoxy)benzoylchloride (2 eq) in the presence of TEA to give the dibenzoylated ethylenediamine upon aqueous work-up. After the last step (reaction with cyanogen bromide), the crude product was isolated upon aqueous work-up and purified by column chromatography to give the title compound as the hydrogen bromide salt. MS (ES+) m/z 494 ([M+1]+, 100); HR-MS: 494.1532 ([M+1]+, C21H22F8N3O4; calc. 494.15145).

Provenance & Evidence