1-Bromo-3-(chloromethyl)benzene → 2-[(3-Bromobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

Participants

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3-bromobenzyl chloride (0.201 mL, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 298 mg of the product 220. 1H NMR (DMSO-d6) δ 11.30 (s, 2 H), 7.95-7.80 (m, 1 H), 7.75-7.50 (m, 2 H), 7.50-7.35 (m, 1 H), 7.15-6.90 (m, 6 H), 6.90-6.60 (m, 4 H), 5.78 (s, 2 H), 4.80 (s, 2 H); MS: m/z 423 (M++1).

Provenance & Evidence