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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411134Generated: October 26, 2026

Ammonium Chloride → 5-Chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamine

https://huagongshe.com/reaction/1411134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridineHCID 86641687—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamineHCID 86641688100%

Reaction Steps

2-Chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridine (1.31 g, 4.31 mmol) was dissolved in THF (108 mL) and MeOH (108 mL). Ammonium chloride (2.31 g, 43.1 mmol) was added, followed by zinc dust (2.82 g, 43.1 mmol). The reaction mixture was stirred at RT for 1 h. The solids were filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to yield 5-chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamine as a brown solid which was used without purification assuming a 100% yield. MS (ESI) m/z: 273.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921565B2
Source datasetuspto-grants-2014_12
ORD IDord-6f52b4ec18a343489e7df952f3316961
Source noteuspto-grants-2014_12