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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603093Generated: October 25, 2026

Water → N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide

https://huagongshe.com/reaction/1603093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactant(4-aminophenyl)(3,4-dihydroquinolin-1(2H)-yl)methanoneHCID 2984117—
SolventDichloromethaneHCID 6344—
ProductN-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamideHCID 1064200034.7%

Reaction Steps

To a solution of 1-(4-aminobenzoyl)-1,2,3,4-tetrahydroquinoline (0.5 g) in dichloromethane (20 ml) is added triethylamine (0.3 g), and thereto is added benzoyl chloride (0.28 g) under ice-cooling. The mixture is stirred at room temperature for 1 hour. To the reaction mixture is added water and extracted with dichloromethane. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=50:1) and recrystallized from methanol to give 1-[4-(benzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (245 mg) as white powder, m.p. 202.5-203.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05985869
Source datasetuspto-grants-1999_11
ORD IDord-b9221e4f8874402ab999223f62481e55
Source noteuspto-grants-1999_11