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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336437Generated: October 30, 2026

Ammonium Chloride → 4-(Pyridin-3-Yloxy)Aniline

https://huagongshe.com/reaction/336437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3-(4-Nitrophenoxy)pyridineHCID 119902—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-(Pyridin-3-Yloxy)AnilineHCID 315963136%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-(Pyridin-3-yl)oxy-1-nitrobenzene prepared in Step A was dissolved in the mixture of water (100 mL), tetrahydrofuran (100 mL) and methanol (100 mL). Iron powder (103 g, 1.84 mol) and ammonium chloride (99 g, 1.84 mol) were added thereto, and the mixture was stirred for 3 h at 80° C. using a mechanical stirrer. After completion of the reaction, the reaction mixture was filtered through a cellite, washed with methanol, and concentrated under reduced pressure. The solid thus obtained was filtered, washed with ether, and dried to give the title compound (17 g, Yield 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889691B2
Source datasetuspto-grants-2014_11
ORD IDord-f2cf162be07445fc8c94bb6e87175ec1
Source noteuspto-grants-2014_11