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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67397Generated: October 25, 2026

8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oxime → 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

https://huagongshe.com/reaction/67397

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oximeHCID 86738263—
SolventAcetic AnhydrideHCID 7918—
Product8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrileHCID 9881542—

Reaction Steps

1.65 g (6 mmol) of 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oxime are heated to boiling under reflux for 4.5 hours in 15 ml of acetic acid anhydride and the mixture is evaporated. The residue is taken up in 100 ml of chloroform and the solution is washed once with saturated sodium hydrogen carbonate solution and once with water. The chloroform solution is dried over magnesium sulphate and concentrated. After column chromatography and recrystallisation from ethyl acetate, there is obtained 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile of melting point 236°-237° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04346032
Source datasetuspto-grants-1982_08
ORD IDord-e5320862c78847c0998b76e7ca40c8f3
Source noteuspto-grants-1982_08