6-Chloropyridine-2-carbonitrile → 6-(Methylthio)picolinonitrile

HRID 499290Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 499290
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]#[N:9])[N:3]=1.[CH3:10][S-:11].[Na+]>O1CCCC1>[C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([S:11][CH3:10])[N:3]=1)#[N:9]

Komponenten

4

Edukt 2

HCID 1184246-Chloropyridine-2-carbonitrileHCID 4378561Sodium methanethiolate

Produkt 1

HCID 229394456-(Methylthio)picolinonitrileAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2-chloro-6-cyanopyridine (0.70 g, 5.0 mmol), sodium thiomethoxide (0.39 g, 5.5 mmol) and tetrahydrofuran (50 ml) was stirred at 90° C. for 18 hrs. The reaction mixture was concentrated under reduced pressure, combined with water and extracted with ethyl acetate. The extract was washed with saturated brine and dried, and the solvent was evaporated under reduced pressure to give the titled compound as an oil (0.76 g, 98%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ceb8354aad6f4c52b1aca7df984d5ca5
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

Notizen zur Reaktion

Wird geladen…