1-(3-aminophenyl)imidazolidin-2-one synthesis

Yield:938459-14-4 96%

Reaction Conditions:

Stage #1: [3-(2-oxo-imidazolidin-1-yl)-phenyl]-carbamic acid tert-butyl esterwith trifluoroacetic acid in dichloromethane at 20; for 5 h;
Stage #2: with sodium carbonate in dichloromethane;

Steps:

1.iii

Hi) l-(3-Amino-phenyl)-imidazolidin-2-one; A solution of [3-(2-oxo-imidazolidin-l-yl)-phenyl]-carbamic acid tert-butyl ester (0.88 g, 3.2 mmol) and trifluoroacetic acid (2 ml) in dichloromethane (10 ml) were stirred at room temperature for 5 hours. The reaction was quenched with sodium carbonate (20 ml) and extracted with dichloromethane (3 x 50 ml). The combined organics were dried (magnesium sulphate) and concentrated in vacuo (0.54g, 96%). HPLC retention time 1 min. Mass spectrum (ES+) m/z 178 (M+H).

References:

WO2010/23446,2010,A1 Location in patent:Page/Page column 32