Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887686Generated: October 30, 2026

Triethylamine → 5-Fluoro-N-methyl-2-nitrobenzamide

https://huagongshe.com/reaction/1887686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Fluoro-2-nitrobenzoic acidHCID 2737420—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Fluoro-N-methyl-2-nitrobenzamideHCID 4420307790%

Reaction Steps

A mixture of 5-fluoro-2-nitrobenzoic acid (4.775 g, 25.8 mmol), methylamine hydrochloride (2.626 g, 38.9 mmol), EDCI (5.982 g, 31.2 mmol), HOBt (4.227 g, 31.3 mmol) and triethylamine (7.2 mL, 51.65 mmol) in DMF (50 mL) was stirred at room temperature for 24 h. It was diluted with ethyl acetate and washed with saturated sodium bicarbonate, brine and dried over magnesium sulfate. The solvent was removed and the residue was purified by silica gel chromatography (combiflash-companion; ethyl acetate/hexanes gradient) to give the title compound as a yellow solid (yield: 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501763B2
Source datasetuspto-grants-2013_08
ORD IDord-31fe7eb1ca1d49fdba29f3ea71d06dab
Source noteuspto-grants-2013_08