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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606969Generated: October 31, 2026

Water → 3-bromo-7-chloro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

https://huagongshe.com/reaction/1606969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 19851597HCID 19851597—
SolventDimethylformamideHCID 6228—
Product3-bromo-7-chloro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 19851590—

Reaction Steps

12.38 g (50 mmol) of 7-chloro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one was stirred at room temperature for 40 minutes with 9.80 g (55 mmol) of N-bromosuccinimide in 80 ml of N,N-dimethylformamide. The reaction mixture was poured into 800 ml of water and the suspension obtained was filtered. The filter residue was rinsed with water and taken up in methylene chloride. The organic phase was dried over magnesium sulphate and evaporated. After chromatography of the residue on silica gel while eluting with ethyl acetate and recrystallization from ethyl acetate and hexane there was obtained 3-bromo-7-chloro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 178°-179°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04863920
Source datasetuspto-grants-1989_09
ORD IDord-1d3beda2a8c944e6ae9d685e854530a7
Source noteuspto-grants-1989_09