Iodine → 4-Iodo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1h-benzoimidazole-5-carbonitrile

Participants

Reaction Steps

A mixture of 50 mg (0.143 mmol) 2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole-5-carbonitrile and 36 mg (0.143 mmol) iodine and 22 mg (0.072 mmol) silver sulfate in 1 ml acetic acid is stirred at reflux for 3 h. Then the filtrate is poured on 2N NaOH and extracted (3×) with ethyl acetate. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=3:1) to afford 10 mg of the title compound as a white crystalline solid.

Provenance & Evidence