Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164810Generated: November 1, 2026

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

https://huagongshe.com/reaction/2164810

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 is 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 is complete, the reaction mixture is heated under reflux for 12 hours, and allowed to cool to room temperature. Water (150 ml) is added, the mixture is stirred at room temperature for 0.5 hour and cooled to 5°. The resulting precipitate is 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. 255°-7°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04507311
Source datasetuspto-grants-1985_03
ORD IDord-95062da6924f42adbb0312cc18dccb4b
Source noteuspto-grants-1985_03