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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046633Generated: October 26, 2026

Ammonia → 2-Chloro-3,4-difluorobenzamide

https://huagongshe.com/reaction/2046633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-Chloro-3,4-difluorobenzoic acidHCID 10012817—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Chloro-3,4-difluorobenzamideHCID 5937054552.3%

Reaction Steps

To a mixture of 2-chloro-3,4-difluorobenzoic acid (2.50 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.99 g), 1-hydroxybenztriazole (2.39 g) and N,N-dimethylformamide (72 mL) was added 28% aqueous ammonia (1.6 mL) at room temperature, and the mixture was stirred for 40 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated. The obtained residue was purified by silica gel column chromatography (developing solvent: ethyl acetate-hexane). The obtained solid was washed with dichloromethane to give the title compound as a solid (yield: 1.30 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592452B2
Source datasetuspto-grants-2013_11
ORD IDord-8ffbb1eef77d40b9af97cc485c1d5fcf
Source noteuspto-grants-2013_11