Sodium Iodide → HCID 21701443, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (3RS)-3-acetoxy-5-(2-fluorophenyl)-9-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one (3.60 g), sodium iodide (15.59 g) and potassium phthalimide (2.89 g) in dimethylformamide (25 ml) was stirred at 100° C. for 1 hour. The reaction mixture was poured into ice-water and the resultant precipitate was collected by filtration. After washing with water several times and dried over phosphorus pentoxide under reduced pressure, the crude powder was subjected to column chromatography on silica gel eluting with a mixture of chloroform and methanol (100:1). The fractions containing the desired product were combined and evaporated in vacuo to give (3RS)-3-phthalimido-5-(2-fluorophenyl)-9-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one (0.82 g, 18.9% yield) as a crystalline powder.

Provenance & Evidence