Reaction #640591
ord-59f9ba7eac6147c1bcf39b005c2b4c53
Reaction equation
ethylenediamine
2,4,5-trifluorobenzoylchloride
acetonitrile
→
title compound
1,3-Bis-(2,4,5-trifluorobenzyl)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 2,4,5-trifluorobenzoylchloride (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, performed at 200° C. for 60 min using MW heating), the precipitated solid was filtered off and recrystallized to give the title compound as the hydrogen bromide salt. MS (ES+) m/z 374 ([M+1]+, 100); HR-MS: 374.1086 ([M+1]+, C17H14F6N3; calc. 374.10919).