Methyl iodide → 5-Acetyl-1,3-Dimethyl-1H-Benzo[D]Imidazol-2(3H)-One

反応式

[C:1]([C:4]1[CH:13]=[CH:12][C:7]2[NH:8][C:9](=O)[NH:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[CH3:14]I.[C:16](=[O:19])([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[C:1]([C:4]1[CH:13]=[CH:12][C:7]2[N:8]([CH3:14])[C:16](=[O:19])[N:10]([CH3:9])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

参加物

実験手順

5-Acetyl-1H-benzo[d]imidazol-2(3H)-one (1 g, 5.67 mmol), methyl iodide (3.22 g, 22.71 mmol), and cesium carbonate (4.62 g, 14.19 mmol) were dissolved in DMF (2 mL). The reaction mixture was irradiated by microwave for 30 minutes at 100° C. The solvent was removed and extracted with dichloromethane. Purification by silica chromatography (ISCO) produced 5-acetyl-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one (0.95 g, 82%). 1H NMR (400 MHz, CDCl3): δ 7.79 (d, 1H), 7.61 (s, 1H), 7.00 (d, 1H), 3.50 (s, 6H), 2.62 (s, 3H); MS (ESI) m/z: Calculated for C11H12N2O2: 204.1. found: 205.2 (M+H)+.