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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 439968Generated: October 25, 2026

Triethylamine → N-[4-(5H-Imidazo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)phenyl]-2-methylbenzamide

https://huagongshe.com/reaction/439968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5H-Imidazo(2,1-c)(1,4)benzodiazepine, 10,11-dihydro-HCID 3060399—
Reactant4-[(2-methylbenzoyl)amino]benzoyl ChlorideHCID 10707441—
SolventDichloromethaneHCID 6344—
ProductN-[4-(5H-Imidazo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)phenyl]-2-methylbenzamideHCID 21837073—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1.37 g (5 mmol) of 4-[(2-methylbenzoyl)amino]benzoyl chloride in 15 ml of methylene chloride, cooled to 0° C. is added 1.5 ml of triethylamine. After stirring for 3 minutes, 5 mmol of 10,11-dihydro-5H-imidazo[2,1-c][1,4]benzodiazepine in 5 ml of methylene chloride is added. The cooling bath is removed and after about 30 minutes a complete solution is obtained. The reaction mixture is allowed to stir at room temperature for 1 hour and the volatiles are concentrated in vacuo. The residue is dissolved in 100 ml of ethyl acetate and washed with water, 2N citric acid, and brine. The solution is dried with Na2SO4 and the volatiles concentrated in vacuo to give the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05516774
Source datasetuspto-grants-1996_05
ORD IDord-a431122163e447568a7b04ac3c9d729f
Source noteuspto-grants-1996_05