Tetrahydrofuran → HCID 12947065, compound

Participants

Reaction Steps

To a solution of 4.4 g of 1,3-dihydro-5-(2-fluorophenyl)-7-bromo-2H-1,4-benzodiazepine-2-thione in a solvent mixture comprising 21.5 ml of a 10% aqueous potassium hydroxide solution and 1.4 ml of tetrahydrofuran is added at room temperature with stirring 2.74 g of N,N-dimethyl-2-chloroethylamine hydrochloride, and the resulting mixture is then stirred at room temperature for 2 hours. The reaction mixture is diluted with an aqueous sodium chloride solution and then extracted with ethyl acetate. The extract is washed with water and dried over magnesium sulfate, and the solvent is removed by distillation under reduced pressure, whereby crude crystalline 2-(2-dimethylaminoethylthio)-5-(2-fluorophenyl)-7-bromo-3H-1,4-benzodiazepine is obtained. Recrystallization from an ether-n-hexane mixture gives 4.05 g of 2-(2-dimethylaminoethylthio)-5-(2-fluorophenyl)-7-bromo-3H-1,4-benzodiazepine, m.p. 105°-107.5° C.

Provenance & Evidence