Réaction #47029

Équation de réaction

intermediate 25

cis-4,5-Diphenylimidazolidine-2-thione

2,4-dichlorobenzyl chloride

→

product 199

Rendement 81.3%

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

Rendement 81.3%

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 2,4-dichlorobenzyl chloride (0.218 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 287 mg of the product 199. 1H NMR (DMSO-d6) δ 11.38 (s, 2 H), 7.95-7.75 (m, 2 H), 7.65-7.50 (m, 1 H), 7.20-7.00 (m, 6 H), 7.00-6.80 (m, 4 H), 5.83 (s, 2 H), 4.90 (s, 2 H); MS: m/z 413 (M++1).

Source