Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935072Generated: November 3, 2026

Sodium Carbonate → 4-(3-Bromo-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1935072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-BromoanilineHCID 11562—
Reactant1-EthoxyethanolHCID 10129898—
Reactant4-Chloro-6,7,8-trimethoxy-3-quinolinecarbonitrileHCID 22466611—
SolventWaterHCID 962—
Product4-(3-Bromo-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrileHCID 2246658185.4%

Reaction Steps

A mixture of 0.167 g of 4-chloro-6,7,8-trimethoxy-3-quinolinecarbonitrile, 0.12 g of m-bromoaniline, and 5 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 50 ml of water. To this mixture was added sodium carbonate to pH 9. The product was collected, washed with water, dried, and washed with 10 ml of hexanes-ethyl acetate (4:1) to give 0.212 g of 4-(3-bromo-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile as a solid, mp 211-213° C.; mass spectrum (EI, m/e): M 413.0377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-6e0a953e64a24ce4b711bef5de81c684
Source noteuspto-grants-2002_05