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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355925Generated: October 26, 2026

6,11-Dihydro-5H-dibenz[b,e]azepine → N-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]-2-chlorophenyl]-2-methyl-3-fluorobenzamide

https://huagongshe.com/reaction/355925

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6,11-Dihydro-5H-dibenz[b,e]azepineHCID 67974—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[(2-Methyl-3-fluorobenzoyl)amino)-3-chlorobenzoyl chlorideHCID 54273177—
SolventDichloromethaneHCID 6344—
ProductN-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]-2-chlorophenyl]-2-methyl-3-fluorobenzamideHCID 6762451372.1%

Reaction Steps

A mixture of 1.0 g of 6,11-dihydro-5H-dibenz-[b,e]azepine, 0.80 g of N,N-diisopropylethylamine and 2.01 g of 4-[(2-methyl-3-fluorobenzoyl)amino]-3-chlorobenzoyl chloride in 100 ml of methylene chloride is stirred at room temperature for 18 hours. The reaction mixture is washed with water, saturated NaHCO3, dried (Na2SO4) and passed through a pad of hydrous magnesium silicate. Hexane is added to the filtrate at the boil to give 1.79 g of the desired product as a crystalline solid, m.p. 254°-256° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834461
Source datasetuspto-grants-1998_11
ORD IDord-8846b14a1afc472faadbb84c274d6792
Source noteuspto-grants-1998_11