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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572186Generated: November 2, 2026

Water → N-[4-(benzyloxy)phenyl]-4-methyl-3-nitropyridin-2-amine

https://huagongshe.com/reaction/572186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-4-methyl-3-nitropyridineHCID 345363—
Reactant4-Benzyloxyaniline hydrochlorideHCID 2723831—
SolventDimethyl SulfoxideHCID 679—
ProductN-[4-(benzyloxy)phenyl]-4-methyl-3-nitropyridin-2-amineHCID 5857729763.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

A suspension of 2-chloro-4-methyl-3-nitropyridine (8.63 g), 4-benzyloxyaniline hydrochloride (13.0 g) and triethylamine (20.9 ml) in DMSO (150 ml) was stirred at 120° C. overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate to give the title compound (10.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029388B2
Source datasetuspto-grants-2015_05
ORD IDord-ba853adef5834168b1398bcd0ab07d49
Source noteuspto-grants-2015_05