Diiodomethane → HCID 58500144, compound

Participants

Reaction Conditions

Reaction Steps

A solution of isoamylnitrite (0.30 g, 2.6 mmol), diiodomethane (2 mL), and chloroform (3 mL) was heated at 85° C. A mixture of N-[4-(5-amino-4-cyano-2-ethyl-1H-imidazol-1-yl)butyl]methanesulfonamide (0.2 g, 0.7 mmol) and chloroform (8 mL) was added over a period of 15 minutes. The reaction was stirred and heated at 80° C. for an additional 10 minutes, allowed to cool to room temperature, and concentrated under reduced pressure. The residue was purified through a layer of silica gel (15 g, eluting sequentially with chloroform, 2% methanol in chloroform, 4% methanol in chloroform, 8% methanol in chloroform, and 10% methanol in chloroform) to provide 0.16 g (57%) of N-[4-(4-cyano-2-ethyl-5-iodo-1H-imidazol-1-yl)butyl]methanesulfonamide as an amber syrup.

Provenance & Evidence