N,N-dimethyl-m-phenylenediamine → HCID 5328849, compound

Participants

Reaction Steps

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 1 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.

Provenance & Evidence