Methyl iodide → HCID 10253961, compound

Participants

Reaction Steps

3a-(4-Bromo-benzyl)-1-(3,5-dichlorophenyl)-1,3,3a,4,5,6-hexahydro-benzimidazol-2-one (3.0 g) (0.0066 mol) in DMF (50 ml) was carefully dropped on a suspension of NaH 60% (0.32 g) (1.2 eq) in DMF (20 ml) at RT. The reaction mixture was stirred 1 h at RT then methyl iodide (0.6 ml) (1.5 eq) was added. After one night, the reaction mixture was partitioned between water and tBuOMe. The obtained precipitate was filtered, washed with water and tBuOMe, and dried to give 3a-(4-Bromo-benzyl)-1-(3,5-dichlorophenyl)-3-methyl-1,3,3a,4,5,6-hexahydro-benzimidazol-2-one (1.8 g) as a white solid. 1H NMR (CDCl3): 7.39 (2H, d), 7.10 (1H, m), 7.0 (2H, d), 6.77 (2H, m), 4.90 (1H, m), 3.0 (3H, s), 2.95 (2H, s), 2.5-2.2 (2H, m), 2.2-1.9 (3H, m), 1.8-1.6 (1H, m).

Provenance & Evidence