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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293237Generated: October 30, 2026

Triethylamine → 2-Chloro-N-[4-[(6,11-dihydro-5H-dibenz[b,e]azepin5-yl)carbonyl]phenyl]benzeneacetamide

https://huagongshe.com/reaction/2293237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAcetyl chloride, 2-(2-chlorophenyl)-HCID 182669—
Reactant5-(4-Aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepineHCID 15410467—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product2-Chloro-N-[4-[(6,11-dihydro-5H-dibenz[b,e]azepin5-yl)carbonyl]phenyl]benzeneacetamideHCID 6762378938.5%

Reaction Steps

A mixture of 0.471 g (1.5 mmol) of 5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine, 0.340 g (1.8 mmol) of 2-chlorophenylacetyl chloride, 0.20 g of triethylamine and 9 mg of 4-(dimethylamino)pyridine in 10 ml of dichloromethane is stirred at room temperature for 48 hours. An additional 0.27 g of 2-chlorophenylacetyl chloride is added and the mixture stirred at room temperature for 2.5 hr. The mixture is washed with 1N HCl, H2O, 1M NaHCO3, brine and dried (Na2SO4). The solvent is removed and the solid recrystallized from dichloromethane to give 0.27 g of crystals, m.p. 191°-194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05686445
Source datasetuspto-grants-1997_11
ORD IDord-6a508c05390c40ceaa438217556d0860
Source noteuspto-grants-1997_11