Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257381Generated: November 2, 2026

Ammonia → 3-Bromo-5-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1257381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Bromo-5-(trifluoromethyl)benzoic acidHCID 11086788—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Bromo-5-(trifluoromethyl)benzamideHCID 5931652574%

Reaction Steps

To a solution (18 mL) of 3-trifluoromethyl-5-bromobenzoic acid (5.0 g, 19 mmol) in N,N-dimethylformamide were added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide (4.3 g, 22 mmol), 1-hydroxybenzotriazole (3.4 g, 22 mmol) and 28% aqueous ammonia (1.7 mL, 28 mmol), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was to recrystallized (hexane-ethyl acetate) to give the title compound (3.7 g, 74%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-141da9acc2e34218b9043930da62c582
Source noteuspto-grants-2013_06