Reaktion #699342

Reaktionsgleichung

sodium carbonate

hydrogen chloride

4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile

3-amino-o-cresol

pyridine hydrochloride

ethoxyethanol

→

4-(3-hydroxy-2-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

Ausbeute 51.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature for 30 minutes
2. 2
   TemperaturThe mixture was cooled
3. 3
   SonstigeThe product was collected
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried

Vorschrift

A mixture of 0.249 g of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 0.123 g of 3-amino-o-cresol, 20 mg of pyridine hydrochloride, and 10 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 40 ml of water. To this mixture was added sodium carbonate and concentrated hydrogen chloride to adjust pH to 7. The product was collected, washed with water, and dried to give 0.174 g of 4-(3-hydroxy-2-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, mp 255-257° C.; mass spectrum (electrospray, m/e): M+H 335.9.

Quelle