Chlorine → 7-amino-6-chloro-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one

Participants

Reaction Steps

Chlorine gas is conducted slowly at between -5° and 0° through a solution of 6 g (0.019 mol) of 7-amino-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one in 70 ml of concentrated hydrochloric acid until the starting material has almost completely been consumed. The reaction mixture is poured into a mixture of ice and soda solution, whereupon it is extracted with methylene chloride and the extract is dried and evaporated. The residue is chromatographed on 300 g of silica gel with methylene chloride/ethyl acetate (10:1) as the elution agent. From ether-petroleum ether there is obtained 7-amino-6-chloro-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one of melting point 192°-193°.

Provenance & Evidence