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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593399Generated: October 30, 2026

2-Chloro-5-nitroanisole → 4-Chloro-3-methoxyaniline

https://huagongshe.com/reaction/1593399

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-nitroanisoleHCID 70519—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-3-methoxyanilineHCID 1310369292.6%

Reaction Steps

A mixture of 36 g of 2-chloro-5-nitroanisole and Raney® nickel in 150 ml of MeOH and 200 ml of THF is hydrogenated in Par apparatus for 4 hours, at 35° C. and at a pressure of 1.3 bar. The catalyst is filtered off on Celite® and the filtrate is concentrated under vacuum. 28 g of the expected product are obtained, and are used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297692B2
Source datasetuspto-grants-2007_11
ORD IDord-a14f2cd4d5374279ac1e8d3d79d7bb03
Source noteuspto-grants-2007_11