Water → 4-(Methylsulfanyl)pyridine-2-carbonitrile

HRID 499568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 499568
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]#[N:9])[CH:3]=1.[CH3:10][S-:11].[Na+].C(OCC)(=O)C.O>C1COCC1>[C:8]([C:4]1[CH:3]=[C:2]([S:11][CH3:10])[CH:7]=[CH:6][N:5]=1)#[N:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 6933424-Chloro-2-pyridinecarbonitrileHCID 4378561Sodium methanethiolate

Produkt 1

HCID 203104474-(Methylsulfanyl)pyridine-2-carbonitrileAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Chloro-2-cyanopyridine (2.18 g, 15.7 mmol) and sodium thiomethoxide (2.20 g, 31.4 mmol) were dissolved in THF (100 ml), and the mixture was refluxed for 2 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (2.36 g, 99%) as pale yellow crystals.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 2 hrs
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-18dfba0e4c7c4f1aa9526e630f8c7848
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

Notizen zur Reaktion

Wird geladen…