Reaktion #47030

Reaktionsgleichung

intermediate 25

cis-4,5-Diphenylimidazolidine-2-thione

4-chlorobenzyl chloride

→

product 200

Ausbeute 46.3%

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

Ausbeute 46.3%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 4-chlorobenzyl chloride (0.253 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 151 mg of the product 200. 1H NMR (DMSO-d6) δ 11.30 (s, 2 H), 7.75-7.60 (d, 2 H), 7.60-7.55 (d, 2 H), 7.20-6.90 (m, 6 H), 6.85-6.65 (m, 4 H), 5.78 (s, 2 H), 4.90 (s, 2 H); MS: m/z 379 (M++1).

Quelle