Methyl Isocyanate → HCID 12044471, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(4-chloro-3-nitro-phenyl)-3-cyclopentyl-propionamide (200 mg, 0.67 mmol) and methyl isocyanate (382 mg, 6.70 mmol) in toluene (3 mL) was heated under reflux (120° C.) for 15 h. The reaction mixture was allowed to cool to 25° C. and then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 2/1 hexanes/ethyl acetate) afforded 1-[2-(4-chloro-3-nitro-phenyl)-3-cyclopentyl-propionyl]-3-methyl-urea (139 g, 60%) as a white foam: mp 61-64° C. (foam to gel); FAB-HRMS m/e calcd for C16H20ClN3O4 (M+H)+354.1220, found 354.1232.

Provenance & Evidence