Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595768Generated: November 1, 2026

Oxalyl chloride → 7-(Benzyloxy)-4-chloro-6-methoxyquinoline-3-carbonitrile

https://huagongshe.com/reaction/1595768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 178486760HCID 178486760—
SolventHexaneHCID 8058—
Product7-(Benzyloxy)-4-chloro-6-methoxyquinoline-3-carbonitrileHCID 22466646—

Reaction Steps

A total of 500 mg (1.63 mM) of 7-benzyloxy-4hydroxy-6-methoxy-quinoline-3-carbonitrile was taken up into 3 ml of oxalyl chloride (2M in CHCl3) and allowed to stand for 15 min followed by refluxing for 1 h. The solution was allowed to cool and then diluted with 300 mg of hexane to give a green solid. The solid was isolated and washed with excess hexane and dried under vacuum at 40° C. to yield 586 mg of 7-benzyloxy-4-chloro-6-methoxy-quinoline-3-carbonitrile as the hydrogen chloride salt. This compound was taken immediately on for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288082B1
Source datasetuspto-grants-2001_09
ORD IDord-68ebd4705eef4322906fe6adecf7865d
Source noteuspto-grants-2001_09