Pyridine → 3-Bromo-6-quinolinecarbonitrile

HRID 902569Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 902569
[Br:1]Br.N1C=CC=CC=1.[C:9]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]=[CH:16][CH:15]=[CH:14]2)#[N:10]>C(Cl)(Cl)(Cl)Cl>[Br:1][C:15]1[CH:16]=[N:17][C:18]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:9]#[N:10])=[CH:20][CH:19]=2

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 24408BromineHCID 592995Quinoline-6-carbonitrile

Produkt 1

HCID 181862093-Bromo-6-quinolinecarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

In an amount of 37.8 mg of 6-cyanoquinoline (Justus Liebigs Ann. Chem., 1966, 699, 98-106) was dissolved in 1 ml of carbon tetrachloride, added with 13 μl of bromine, and then stirred under reflux. After 2 hours, the reaction mixture was added with 20 μl of pyridine, and further stirred for 23 hours under reflux. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate (4:1)) to obtain 34.8 mg of the title compound.

Aufarbeitung

  1. temperatureunder reflux
  2. stirringfurther stirred for 23 hours
  3. temperatureunder reflux
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate (4:1))

Quellen und Nachweise

ORD-Eintrag
ord-f178da4f9adc49b598327e4d0468bb40
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365174B2

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