Water → 2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole

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Reaction Steps

2-Benzyloxymethyl-4-isopropyl-1H-imidazole (7) (550 mg, 2.4 mmol), described as Reference Example 1 of WO 96/10019 was dissolved in a mixture of triethylamine 360 mg (3.6 mmol) and acetonitrile 4 ml. To the solution was added 3,5-dichlorobenzenesulfenyl chloride (3) 930 mg (4.4 mmol) at room temperature. The mixture was stirred for 30 minutes at room temperature and water (15 ml) and toluene (15 ml) were added thereto. The toluene layer was separated, washed with water 10 ml twice, and concentrated under reduced pressure. The obtained yellow oil was crystallized with diisopropyl ether 10 ml, filtered, and dried to yield the objective (8) 800 mg as a pale yellow crystal. Yield 82%.

Provenance & Evidence