Water → HCID 12535975, compound

Participants

Reaction Steps

A stirred solution of 25.5 g (0.1 mole) of 2,3-dihydro-2-phenyl-1,5-benzothiazepin-4(5H)-one (prepared as disclosed by Krapcho et al, J. Med. Chem., 6, 544, (1963)) in 250 ml of dimethylformamide is treated with a solution of 35 g (0.2 mole) of N-bromosuccinimide in 100 ml of dimethylformamide. The mixture is stirred at 105°-110° for 5 hours, cooled, and poured into 1.8 liters of cold H2O to precipitate a solid. After cooling overnight, the latter is filtered, washed with H2O, and air-dried; wt. 29.6 g (89%); m.p. 190°-192°; s. 180°. Following crystallization from a mixture of 30 ml of hot dimethylformamide and 60 ml of MeCN, the colorless solid weighs 17.8 g (53%); m.p. 240°-242° (dec.).

Provenance & Evidence