Methyl iodide → cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-1H-imidazole hydroiodide

Participants

Reaction Steps

A mixture of cis-4,5-diphenylimidazolidine-2-thione (25) (58.16 g, 0.229 mol) and methyl iodide (35.6 mL, 0.87 mol) in abs. EtOH (500 mL) is heated at 95° C. overnight. The reaction mixture is cooled to RT, concentrated in vacuo, and the residue suspended in Et2O. The insoluble material is filtered, washed with Et2O to give 88.9 g of the product 42. 1H NMR (DMSO-d6) δ 10.75 (s, 2 H), 7.25-6.95 (m, 10 H), 5.85 (s, 2 H), 2.82 (s, 3H); MS: m/z 269 (M++1).

Provenance & Evidence