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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502234Generated: October 30, 2026

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

https://huagongshe.com/reaction/1502234

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 numberUS09206175B2
Source datasetuspto-grants-2015_12
ORD IDord-45c10cea887849a2b2b4a65cbbe0137f
Source noteuspto-grants-2015_12