Reaktion #699433

Reaktionsgleichung

6,7-dimethoxy-quinoline-3-carbonitrile

N, N-dimethyl-1,3-phenylenediamine

→

4-(3-Dimethylamino-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

Ausbeute 19.0%

Lösungsmittel

2-methoxyethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturCooling
2. 2
   Sonstigegave a solid which
3. 3
   Sonstigewas recrystallized from water

Vorschrift

A 1.25 gram (5 mmole) portion of 4-chloro, 6,7-dimethoxy-quinoline-3-carbonitrile and a 1.05 gram (5 mmole) portion of N, N-dimethyl-1,3-phenylenediamine in 10 ml of 2-methoxyethanol were refluxed for 2 hours in an oil bath at 154 deg. Cooling gave a solid which was recrystallized from water to give 0.4 grams (19%) of 4-(3-Dimethylamino-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile which melted at 246-249° C.: mass spectrum (electrospray m/e):.(M+H)=349.2., (M+2H)'2 =174.9.

Quelle