Réaction #47038

Équation de réaction

intermediate 25

cis-4,5-Diphenylimidazolidine-2-thione

2-chlorobenzyl chloride

→

product 208

Rendement 32.2%

2-[(2-Chlorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole hydrochloride

Rendement 32.2%

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   Autreevaporated to dryness
2. 2
   FiltrationThe insoluble material is filtered

Mode opératoire

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-chlorobenzyl chloride (0.198 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 105 mg of the product 208. 1H NMR (DMSO-d6) δ 11.38 (s, 2 H), 7.90-7.70 (m, 1 H), 7.70-7.55 (m, 1 H), 7.55-7.35 (m, 2 H), 7.20-7.00 (m, 6 H), 7.00-6.85 (m, 4 H), 5.81 (s, 2 H), 4.88 (s, 2 H); MS: m/z 379 (M++1).

Source