Reaktion #47065

Reaktionsgleichung

intermediate 25

cis-4,5-Diphenylimidazolidine-2-thione

2,3,5,6-tetramethylbenzyl chloride

→

product 236

Ausbeute 51.5%

2-[(2,3,5,6-Tetramethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole hydrochloride

Ausbeute 51.5%

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 2,3,5,6-tetramethylbenzyl chloride (287 mg, 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 177 mg of the product 236. 1H NMR (DMSO-d6) δ 11.33 (s, 2 H), 7.25-6.95 (m, 11 H), 5.86 (s, 2 H), 4.84 (s, 2 H), 2.35 (s, 6 H), 2.21 (s, 6 H); MS: m/z 401 (M++1).

Quelle