Hydroxyamine hydrochloride → 2-Amino-2'-[o-fluoro-alpha-(hydroxylimino)benzyl]-4'-nitro-acetanilide

Participants

Reaction Steps

A solution of 50 g (0.167 mol) of 5-(2-fluorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one and 17.4 g (0.25 mol) of hydroxylamine hydrochloride in 200 ml of pyridine is heated to reflux overnight under argon. The mixture is concentrated in a rotary evaporator and the residue is taken up in methylene chloride. The organic phase is washed with water, dried and evaporated. The aqueous phase is extracted with chloroform overnight in a perforator. After drying and removing the solvent, the residue is combined with the crude product obtained above, suspended in 200 ml of methylene chloride and filtered off. There is obtained 2-amino-2'-[o-fluoro-α-(hydroxylimino)benzyl]-4'-nitro-acetanilide of melting point 198°.

Provenance & Evidence