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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402692Generated: November 2, 2026

Ammonium Chloride → 2-Methyl-4-(2-pyrimidinylmethoxy)aniline

https://huagongshe.com/reaction/402692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-[(3-Methyl-4-nitrophenoxy)methyl]pyrimidineHCID 86708391—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Methyl-4-(2-pyrimidinylmethoxy)anilineHCID 6269950399.6%

Reaction Steps

To a solution of 2-[(3-methyl-4-nitrophenoxy)methyl]pyrimidine (0.18 g, 0.7 mmol) in ethanol (4.0 mL) and water (1.0 mL), iron (0.40 g, 7.2 mmol) and ammonium chloride (0.020 g, 0.37 mmol) were added. The mixture was refluxed for 1.5 h. Cooled to ambient temperature, the reaction mixture was filtered over Celite to remove unneeded materials and the filtrate was concentrated to afford 2-methyl-4-(2-pyrimidinylmethoxy)aniline (0.15 g, crude material) as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742113B2
Source datasetuspto-grants-2014_06
ORD IDord-40efd4005d31432296f872f2bb583007
Source noteuspto-grants-2014_06