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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406686Generated: November 3, 2026

Aniline → 5-BROMO-N-PHENYLNICOTINAMIDE

https://huagongshe.com/reaction/2406686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Bromonicotinic acidHCID 88707—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-BROMO-N-PHENYLNICOTINAMIDEHCID 4273044—

Reaction Steps

Aniline (99 μl), WSC.HCl (209 mg), and HOBt.H2O (167 mg) were added to a DMF (5 ml) solution containing 5-bromonicotinic acid (200 mg), followed by stirring at room temperature for 3 hours. A saturated aqueous ammonium chloride solution and ethyl acetate were added to the reaction mixture. The organic layer was collected, washed with saturated saline, and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. Diisopropylether and hexane were added to the obtained residue, solid matter was collected by filtration, and a white solid of 5-bromo-N-phenylnicotinamide (268 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809371B2
Source datasetuspto-grants-2014_08
ORD IDord-e2502e648e754b209923b00cb479fb6e
Source noteuspto-grants-2014_08