Potassium Iodide → 3-ethyl-6-methyl-5-thiophen-2-yl-1H-pyridin-2-one

HRID 1921380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1921380
[CH2:1]([C:3]1[C:4]([O:15]C)=[N:5][C:6]([CH3:14])=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=1)[CH3:2].[I-].[K+].C(#N)C.Cl[Si](C)(C)C>O>[CH2:1]([C:3]1[C:4](=[O:15])[NH:5][C:6]([CH3:14])=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 6342AcetonitrileHCID 6397ChlorotrimethylsilaneHCID 11673096HCID 11673096, Verbindung

Produkt 1

HCID 674922683-ethyl-6-methyl-5-thiophen-2-yl-1H-pyridin-2-oneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 3-ethyl-2-methoxy-6-methyl-5-(thiophen-2-yl)pyridine (6.15 g, 26.36 mmol) of the above reaction, potassium iodide (8.75 g, 52.71 mmol) and acetonitrile (80 mL) is added chlorotrimethylsilane (6.69 mL, 52.71 mmol) and the resulting cloudy mixture is heated to 80° C. for 2 hr. The reaction is cooled, poured into water and the solids collected by filtration, washed with water, with ethyl acetate and dried giving 3-ethyl-6-methyl-5-(thiophen-2-yl)-1H-pyridin-2-one as a yellow solid (90% yield).

Aufarbeitung

  1. temperatureThe reaction is cooled
  2. filtrationthe solids collected by filtration
  3. washwashed with water, with ethyl acetate
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-42de59cfb65848209e4f91f7849f0b89
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173682B2

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