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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945390Generated: November 3, 2026

1,2-Dichloroethane → 3-(2-Phenoxy-acetyl-amino)-benzamide

https://huagongshe.com/reaction/1945390

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-AminobenzamideHCID 1645—
ReactantPhenoxyacetic AcidHCID 19188—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product3-(2-Phenoxy-acetyl-amino)-benzamideHCID 91036783.1%

Reaction Steps

To a solution of phenoxy-acetic acid (100 mg, 0.65 mmol), 3-amino benzamide (178.9 mg, 1.31 mmol), HOBt (177.7 mg, 1.31 mmol) and DIPEA (170 mg, 1.31 mmol) in DMF (6 ml) was added EDC (252 mg, 1.31 mmol) at room temperature and the resulting mixture was stirred until reaction completion as indicated by TLC. Reaction mixture was poured onto ice cold water, diluted with a mixture of MeOH: MC (10%), separated organic layer and sequentially washed with aqueous sodium bicarbonate, brine and water, and dried over anhydrous MgSO4. The solvent was filtered and evaporated under reduced pressure to afford a crude solid, which was purified flash chromatography on silica gel (MeOH:MC=1:9˜2:8) to afford of 3-(2-phenoxy-acetyl-amino)-benzamide as a colorless solid (146 mg, 82% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-90be40f96ab24300bcf46e2a3ce8bd67
Source noteuspto-grants-2013_03