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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450064Generated: October 29, 2026

4-Nitroaniline → N-(4-Nitrophenyl)pyridin-2-amine

https://huagongshe.com/reaction/450064

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitroanilineHCID 7475—
Reactant2-BromopyridineHCID 7973—
ReactantPotassium HydroxideHCID 14797—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductN-(4-Nitrophenyl)pyridin-2-amineHCID 126957559%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-nitro aniline (2 g, 14.48 mmol) and 2-bromo pyridine (3.43 g, 21.72 mmol) in DMSO (12 ml) was added powdered potassium hydroxide (3.24 g, 57.92 mmol) at room temperature and the reaction mixture was heated at 100° C. for 15 hr. The reaction mixture was diluted with ethyl acetate, and water added. The organic layer was separated, washed with brine, dried and evaporated to give crude material. Purification by column chromatography using hexane/ethyl acetate (96:4) yielded (4-nitro-phenyl)-pyridin-2-yl-amine (0.28 g, 9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486962B2
Source datasetuspto-grants-2013_07
ORD IDord-ddeb42bdee9b4d81b78cbedfac671330
Source noteuspto-grants-2013_07