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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1378165Generated: November 2, 2026

Water → (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile

https://huagongshe.com/reaction/1378165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant(S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamideHCID 54480938—
SolventPyridineHCID 1049—
Solvent1,4-DioxaneHCID 31275—
Product(S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrileHCID 5428926772.8%

Reaction Steps

A suspension of 19 g (54.7 mmol) of (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide in a mixture of 100 ml of dioxan and 15 ml of pyridine was treated with 15 ml of trifluoroacetic anhydride at 7° to 10°. The suspension was stirred at room temperature for 1 hour and poured into 600 ml of water. After 1 hour the suspension was suction filtered. There were obtained 13.1 g (72%) of (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile of m.p. 133°-136°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665718
Source datasetuspto-grants-1997_09
ORD IDord-d4aa215d52c345078b3cd180748f058c
Source noteuspto-grants-1997_09