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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942160Generated: October 26, 2026

Hydrochloric Acid → N-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamine

https://huagongshe.com/reaction/1942160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant3-Fluoro-4-methylanilineHCID 9957—
Reactant2-Chloro-3-nitropyridineHCID 79613—
SolventGlycol monoethyl etherHCID 8076—
ProductN-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamineHCID 4067695882,342.5%

Reaction Steps

45 g (0.28 mmol) of 2-chloro-3-nitropyridine was dissolved in 2-ethoxyethanol (300 ml), and 36 g (0.28 mmol) of 3-fluoro-4-methylaniline, 12N-hydrochloric acid and water (300 ml) were added thereto. Mixed solution was heated to reflux for 24 hours while stirring. The reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. The solution was extracted with ethyl acetate, and washed with saturated brine, and then the obtained organic layer was dried over anhydrous magnesium sulfate. The mixture was concentrated under reduced pressure, and the residue thus obtained was washed with diisopropyl ether to obtain 57 g (yield: 82%) of N-(3-fluoro-4-methylphenyl)-3-nitro-2-pyridylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389523B2
Source datasetuspto-grants-2013_03
ORD IDord-100368a48d2d448a8accd18bffd73902
Source noteuspto-grants-2013_03