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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462173Generated: November 2, 2026

Water → 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

https://huagongshe.com/reaction/1462173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPhenyl chloroformateHCID 15891—
Reactant2-[(1H-Imidazol-2-yl)methyl]anilineHCID 13344903—
SolventAcetonitrileHCID 6342—
Product11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-oneHCID 13344922—

Reaction Steps

A solution of 32.4 g of phenyl chloroformate in 100 ml of acetonitrile was added dropwise under nitrogen while stirring to a mixture of 34.6 g of 2-(2-aminobenzyl)imidazole and 71 g of triethylamine in 600 ml of acetonitrile at room temperature. After addition was complete, the reaction mixture was heated under reflux for 12 hours, and allowed to cool to room temperature. Water (150 ml) was added, the mixture was stirred at room temperature for 0.5 hour and cooled to 5°. The resulting precipitate was filtered off, washed first twice with 50 ml of water, then 3 times with 33 ml of cold acetone and dried to give 11H-imidazo[1,2-c][1,3]benzodiazepin-5-(6H)-one, m.p. 225°-7°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04459232
Source datasetuspto-grants-1984_07
ORD IDord-fb61a5353b76496199035b806a0c45f6
Source noteuspto-grants-1984_07