Trimethylsilyl iodide → HCID 18947721, compound

Participants

Reaction Conditions

Reaction Steps

A solution of iodotrimethylsilane (2.83 g, 0.014 mol) in acetonitrile (5 ml) was added dropwise with stirring to a suspension of 4-(tert.butoxycarbonylamino)-5-cyano-2-(2,4-dichlorophenyl)imidazole (5.0 g, 0.014 mol) in acetonitrile (250 ml) whilst maintaining the temperature at about 0° C. The mixture was stirred at room temperature for 48 hours and the precipitated beige solid filtered off. The solid was purified by mplc on silica eluting with a mixture of ethyl acetate and hexane (1:2) to give an off-white solid which was recrystallized from ethanol to give 4-amino-5-cyano-2-(2,4-dichlorophenyl)imidazole (1.35 g) m.p. 223°-225° C. as an off-white solid.

Provenance & Evidence