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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387694Generated: October 26, 2026

Ethanol → 4-(4-Aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinoline

https://huagongshe.com/reaction/387694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinolineHCID 22936341—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product4-(4-Aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinolineHCID 2293650672.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

6-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinoline (1.8 g), iron (1.8 g) and ammonium chloride (3.6 g) were suspended in an ethanol (30 ml)-water (7 ml) mixed solvent and the suspension was heated and stirred at 80° C. for 2 hours. After completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate and concentrated. The obtained solid was washed with ether and dried to obtain 1.2 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-fa30f18fc7a94ccbb6877e7078efd6e9
Source noteuspto-grants-2013_02