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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468716Generated: October 26, 2026

Water → 5-Bromo-6-methylpyridin-3-amine

https://huagongshe.com/reaction/468716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Bromo-2-methyl-5-nitropyridineHCID 18458822—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product5-Bromo-6-methylpyridin-3-amineHCID 1845889677.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 3-bromo-2-methyl-5-nitropyridine (2.3 g, 10.5 mmol) in EtOH (20 mL) was added water (40 mL), NH4Cl (2.25 g, 42 mmol) and iron powder (2.94 g, 52.5 mmol). The mixture was stirred at 75° C. for 2 hours. After the reaction mixture was cooled to room temperature, it was filtered through a celite pad. Organic solvent was removed under reduced pressure, and it was extracted with CH2Cl2 (3×30 mL). The combined organic layer was dried over Na2SO4, and solvent was removed to give an off-white solid (1.52 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623889B2
Source datasetuspto-grants-2014_01
ORD IDord-ad777ad9acad4e6dafce098ba15dd41b
Source noteuspto-grants-2014_01