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

HRID 1980752Notes

Reaction equation

HRID 1980752 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

4

Reactant 3

HCID 962WaterHCID 6228DimethylformamideHCID 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.

Workup

  1. temperaturethe solution was cooled
  2. filtrationthe precipitated solid was filtered off under suction

Sources & evidence

ORD record
ord-6b03a166069e47e093193130619e182d
Source dataset
uspto-grants-1985_04
Patent number
US04511393

Reaction notes

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