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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612148Generated: October 26, 2026

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

https://huagongshe.com/reaction/612148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2)HCID 77124—
Reactant1-EthoxyethanolHCID 10129898—
Reactant4-Chloro-6,7,8-trimethoxy-3-quinolinecarbonitrileHCID 22466611—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product4-(3-Dimethylamino-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrileHCID 2246654666.3%

Reaction Steps

A mixture of 0.279 g of 4-chloro-6,7,8-trimethoxy-quinoline-3-carbonitrile, 0.23 g of N,N-dimethyl-1,3-phenylenediamine dihydrochloride, 0.2 ml of pyridine, and 15 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 100 ml of water. To this mixture was added sodium carbonate to pH 9. The product was collected, washed with water, and dried to give 0.251 g of 4-(3-dimethylamino-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile as a solid, mp 142-144° C.; mass spectrum (EI, m/e): M 378.1685.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-b0c76bee3427469eb4667407c378d898
Source noteuspto-grants-1999_12