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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983885Generated: October 30, 2026

Phosphorus oxychloride → 4-Chloroquinoline

https://huagongshe.com/reaction/983885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactantquinolin-4-olHCID 178516385—
Product4-ChloroquinolineHCID 69140—

Reaction Steps

In this scheme, the ethyl ester (A1) is condensed with the appropriate aniline (A2), in the presence of acid, to form an imine. The imine is then cyclized by heating at about 260-280° C. to give the corresponding 4-hydroxyquinoline (A3). The 4-hydroxyquinoline (A3) is subsequently refluxed with phosphorous oxychloride to form a 4-chloroquinoline (A4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867185B2
Source datasetuspto-grants-2005_03
ORD IDord-992e4ca67ad14daa942f7b8c9204d3bc
Source noteuspto-grants-2005_03