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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410624Generated: November 4, 2026

Ammonia → 2-Chloro-6-methoxyquinolin-4-amine

https://huagongshe.com/reaction/1410624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethanolHCID 887—
Reactant2,4-Dichloro-6-methoxyquinolineHCID 948356—
Product2-Chloro-6-methoxyquinolin-4-amineHCID 8668993955%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 2,4-dichloro-6-methoxyquinoline (5.00 g, 22.0 mmol) in NH3 (g)/MeOH (saturated, 40 mL) was heated to 150° C. for 16 hours in a sealed tube. The solvent was removed in vacuo and the residue was diluted with MeOH (20 mL). The mixture was filtered off and the filtrate was concentrated to give the crude product, which was purified by column chromatography on silica gel (PE/EtOAc=2/1) to give 2-chloro-6-methoxyquinolin-4-amine (7.50 g, yield: 55%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921562B2
Source datasetuspto-grants-2014_12
ORD IDord-527bc9fe567d47d3ab1f56f2fea8dbb9
Source noteuspto-grants-2014_12