Sodium Methoxide → HCID 20450024, compound

Participants

Reaction Steps

3.9 g of 1-bromo-8-chloro-6-(2-fluorophenyl)-4H-s-triazolo[4,3-a][1]benzazepine are suspended in 90 ml of methanol and treated with 1.62 of g of sodium methylate. The mixture is heated to boiling under reflux for 20 hours and then evaporated. The residue, which contains predominantly 8-chloro-6-(2-fluorophenyl)-1-methoxy-4H-s-triazolo[4,3-a][1]benzazepine, is heated to boiling under reflux for 4.5 hours in 100 ml of 48% hydrobromic acid. The mixture is diluted with water, made weakly alkaline with sodium carbonate and extracted with methylene chloride. The methylene chloride solution is evaporated and the residue is chromatographed on 120 g of aluminium oxide (activity grade III). Impurities are separated by elution with benzene/chloroform (9:1 to 1:4). By elution with chloroform which contains 1% to 10% methanol and two-fold recrystallization of the resulting material from benzene there is obtained 8-chloro-6-(2-fluorophenyl)-2,4-dihydro-1H-s-triazolo[4,3-a][1]benzazepin-1-one of melting point 223°-225°.

Provenance & Evidence