Tetrahydrofuran → 2-Cyano-6-[2-(dimethylamino)ethylthio]pyrazine

HRID 499566

Reaktionsgleichung

Reaktionsgleichung von HRID 499566
Cl.[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][SH:6].[H-].[Na+].C1COCC1.Cl[C:16]1[CH:21]=[N:20][CH:19]=[C:18]([C:22]#[N:23])[N:17]=1>O.C(OCC)(=O)C>[C:22]([C:18]1[CH:19]=[N:20][CH:21]=[C:16]([S:6][CH2:5][CH2:4][N:3]([CH3:7])[CH3:2])[N:17]=1)#[N:23]

Komponenten

7

Edukt 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 25798Captamine HydrochlorideHCID 813036-Chloropyrazine-2-carbonitrile

Produkt 1

HCID 229395352-Cyano-6-[2-(dimethylamino)ethylthio]pyrazineAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Dimethylaminoethanethiol hydrochloride salt (1.46 g, 10.0 mmol) and sodium hydride (60% in oil, 0.88 g, 22.0 mmol) were added to THF (50 ml), and 2-chloro-6-cyanopyrazine (1.40 g, 10.0 mmol) was added thereto. The mixture was stirred at room temperature for 18 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, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (1.00 g, 48%) as pale yellow crystals.

Aufarbeitung

  1. additionwas added
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe residue was recrystallized from n-hexane-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-d2ceec83bc854dd18583a6682f2a90d1
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

Verknüpfte Notizen

Wird geladen…