Acetic Acid → Diisopropyl Ether

Participants

Reaction Steps

To a solution of 16 parts of 2-amino-7-chloro-3-isobutyl-5-phenyl-3H-1,4-benzodiazepine and 25 parts of 100% hydrazine hydrate in 400 parts by volume of methanol is added 6 parts of glacial acetic acid with stirring and ice-cooling. Then the whole mixture is stirred for 5 hours at room temperature. Water is added to the reaction mixture, followed by extraction with chloroform. The chloroform layer is washed with water, dried over sodium sulfate and the solvent is evaporated. Treatment of the residue with isopropyl ether yields 7-chloro-2-hydrazino-3-isobutyl-5-phenyl-3H-1,4-benzodiazepine as colorless crystals melting at 165° C to 168° C.

Provenance & Evidence