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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102972Generated: October 30, 2026

Ethanol → 3-Methoxy-5-nitropyridin-2-amine

https://huagongshe.com/reaction/2102972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium HydroxideHCID 14923—
Reactant2-Chloro-3-methoxy-5-nitropyridineHCID 23456152—
SolventEthyl AcetateHCID 8857—
Product3-Methoxy-5-nitropyridin-2-amineHCID 5342578669.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Into a 250 mL sealed tube were combined 2-chloro-3-methoxy-5-nitropyridine (0.50 g, 0.00265 mol), concentrated ammonium hydroxide (5 mL, 0.1 mol) and ethanol (20 mL). The mixture was heated to 80° C. and stirred overnight. After allowing to cool to room temperature, the mixture was reduced in vacuo and the residue was taken up in ethyl acetate (50 mL), then washed with equal amounts of brine and water (1×50 mL each). The organic layer was dried (Na2SO4), filtered and concentrated under vacuum to leave a solid (0.312 g, 69%) which was used directly in the next step without further purification. LC-MS 1.94 min. M/Z=171.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576099B2
Source datasetuspto-grants-2009_08
ORD IDord-3b485eb12c0744e08ea1c090e28131d3
Source noteuspto-grants-2009_08