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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189484Generated: October 25, 2026

2-Aminophenol → 4-(Aminophenoxy)quinazoline

https://huagongshe.com/reaction/2189484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantQuinazolineHCID 9210—
ReactantSodium hydrideHCID 24758—
Reactant4-ChloroquinolineHCID 69140—
SolventDimethyl SulfoxideHCID 679—
Product4-(Aminophenoxy)quinazolineHCID 22637147—

Reaction Steps

Alternatively, the 4-(aminophenoxy)quinoline derivative or corresponding quinazoline derivative may be produced by reacting an aminophenol derivative with the 4-chloroquinoline derivative or corresponding quinazoline derivative in a suitable solvent, for example, dimethyl sulfoxide, in the presence of a base, for example, sodium hydride. Alternatively, the 4-(aminophenoxy)quinazoline derivative may also be produced by dissolving an aminophenol derivative in an aqueous sodium hydroxide solution and subjecting the solution to a two-phase reaction with a solution of the 4-chloroquinazoline derivative in a suitable organic solvent, for example, ethyl methyl ketone, in the presence of a phase transfer catalyst, for example, tetra-n-butylammonium chloride, or in the absence of the catalyst.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324245B2
Source datasetuspto-grants-2012_12
ORD IDord-b0f44f68e8614f71b90da4b7fdcb4666
Source noteuspto-grants-2012_12