Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277433Generated: October 25, 2026

Water → N-[4-chloro-2-(2-naphthoylamino)phenyl]phthalimide

https://huagongshe.com/reaction/277433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Naphthoyl chlorideHCID 75246—
ReactantN-(2-amino-4-chlorophenyl)phthalimideHCID 12650879—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-chloro-2-(2-naphthoylamino)phenyl]phthalimideHCID 1861563844.7%

Reaction Steps

A reaction solution of N-(2-amino-4-chlorophenyl)phthalimide (0.5 g), triethylamine (0.28 g) and 2-naphthoyl chloride (0.35 g) in anhydrous tetrahydrofuran (50 ml) was heated at reflux temperature for 6 hr under nitrogen atmosphere. The resulting mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine (×2) and dried over anhydrous sodium sulfate. The solvent was removed and the residue was purified by column chromatography on silica gel using ethyl acetate-hexane (1:5) to give the title compound (0.35 g) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355799B1
Source datasetuspto-grants-2002_03
ORD IDord-bfa5a822283b4a3390a8762b53b8d166
Source noteuspto-grants-2002_03