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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945415Generated: November 3, 2026

1,2-Dichloroethane → Benzamide, N-(4-chlorophenyl)-

https://huagongshe.com/reaction/1945415

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-ChloroanilineHCID 7812—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 5124065HCID 5124065—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductBenzamide, N-(4-chlorophenyl)-HCID 96646132.1%

Reaction Steps

To a solution of 3-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-benzoic acid (20 mg, 0.049 mmol), 4-chloro aniline (9.4 mg, 0.073 mmol) and DIPEA (9.56 mg, 0.073 mmol) in DMF (5 mL) was added EDC (14.18 mg, 0.073 mmol) and HOBt (9.99 mg, 0.073 mmol) at room temperature and continued stirring for 16 h at room temperature. Reaction mixture was diluted with ethyl acetate and sequentially washed with aqueous sodium bicarbonate, brine and water, and dried over MgSO4. The solvent was filtered and evaporated under reduced pressure to afford a crude solid, which was purified by column chromatography on silica gel (EtoAC:Hexane=1:5) to give 3-[2-adamantan-1-yl-phenoxy)-acetylamino]-N-(4-chloro-phenyl)-benzamide as a colorless crystals (15 mg, yield: 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-63b5322f5919430a847bdbb7e4f103fe
Source noteuspto-grants-2013_03