Water → 3-Chloro-7-(dimethylamino)quinoline-8-carbonitrile

Reaction equation

[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7](Cl)[C:6]=2[C:13]#[N:14].O.[CH3:16][N:17](C)[CH:18]=O>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([N:17]([CH3:18])[CH3:16])[C:6]=2[C:13]#[N:14]

Participants

Reactant 3

HCID 962Water

HCID 6228Dimethylformamide

HCID 130907923,7-Dichloroquinoline-8-carbonitrile

Product 1

HCID 132065273-Chloro-7-(dimethylamino)quinoline-8-carbonitrileYield 87%

Procedure

110 g of 3,7-dichloro-8-cyanoquinoline in 500 ml of dimethylformamide were refluxed for 20 hours, the solution was cooled, an amount of water corresponding to half the volume of the solution was added, and the precipitated solid was filtered off under suction. 100 g of 3-chloro-8-cyano-7-dimethylaminoquinoline of melting point 174° C. were obtained. Yield: 87% of theory.