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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333535Generated: October 29, 2026

Aniline → 3-nitro-N-phenylpyridin-2-amine

https://huagongshe.com/reaction/333535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-3-nitropyridineHCID 79613—
Solvent1-ButanolHCID 263—
Product3-nitro-N-phenylpyridin-2-amineHCID 61179985.3%

Reaction Steps

2-chloro-3-nitropyridine (25 g, 158 mmol), aniline (17.62 g, 189 mmol), and triethylamine (19.15 g, 189 mmol) were mixed in 1-butanol (500 mL). The reaction was heated to reflux overnight. After it cooled to room temperature, the solvent was distilled. The residue was purified by column chromatography using hexanes/ethyl acetate to give 3-nitro-N-phenylpyridin-2-amine (29 g, 85% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883322B2
Source datasetuspto-grants-2014_11
ORD IDord-a73a65a7ac94418eaa2c4299ee2effe2
Source noteuspto-grants-2014_11