Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374135Generated: November 1, 2026

Sodium Hydroxide → 2-Chloro-5-methylpyridin-4-amine

https://huagongshe.com/reaction/2374135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloro-5-methyl-4-nitropyridine N-oxideHCID 12318010—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2-Chloro-5-methylpyridin-4-amineHCID 12643706—

Reaction Conditions

Temperature100 °C

Reaction Steps

Iron (1.0 g) was added to a solution of 2-chloro-5-methyl-4-nitropyridine N-oxide (500 mg, 2.6 mmol) in glacial acetic acid (10 mL). The reaction mixture was then heated at 100° C. for 20 minutes. The suspension was poured onto aqueous NaOH (1M) and extracted with ethyl acetate. After drying over Na2SO4, the solvent was then evaporated and the title compound was isolated as a colorless solid (370 mg, 2.6 mmol, HPLC Rt 1.3 min, FIA ES+ 143.0).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462612B2
Source datasetuspto-grants-2008_12
ORD IDord-c5e2cccd25ce4af194b103f0735c97d3
Source noteuspto-grants-2008_12