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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388483Generated: October 31, 2026

Isatoic Anhydride → 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide

https://huagongshe.com/reaction/388483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatoic AnhydrideHCID 8359—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-Chlorophenyl)ethylamineHCID 97803—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamideHCID 1744351314%

Reaction Steps

To a mixture of isatoic anhydride (500 mg, 3.07 mmol) and 1-(4-chloro-phenyl)-ethylamine (530 mg, 3.68 mmol) in CH2Cl2 (20 mL) is added diisopropyl ethyl amine (1.2 mL, 6.89 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and is washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the resulting residue is purified by flash chromatography with 25% EtOAc in Hexane as the eluent to afford the desired to afford the desired 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide (115 mg, 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-c0ba892d8361423ebdc742457cacb78f
Source noteuspto-grants-2013_02