Sodium Iodide → HCID 22707973, Verbindung

HRID 353214Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353214
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[NH:11][C:10](=[O:12])[C:9]([C:13]#[N:14])=[CH:8][CH:7]=1.Cl[CH2:16][C:17]([NH2:19])=[O:18].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)(=O)C.O>[C:13]([C:9]1[C:10]([O:12][CH2:16][C:17]([NH2:19])=[O:18])=[N:11][C:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)=[CH:7][CH:8]=1)#[N:14]

Komponenten

8

Edukt 4

HCID 5238Sodium IodideHCID 6580ChloroacetamideHCID 11430Potassium CarbonateHCID 27470886-(Furan-2-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

Produkt 1

HCID 22707973HCID 22707973, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A suspension of 6-(2-furyl)-2-oxo-1,2-dihydro-3-pyridinecarbonitrile (6.0 g, 32.3 mmol), 2-chloroacetamide (3.0 g, 37.7 mmol), sodium iodide (5.7 g, 38.0 mmol) and potassium carbonate (9.0 g, 56.2 mmol) in acetone (100 ml) was stirred at 60° C. for 6 hours. After cooling as it was, the reaction solution was diluted with ethyl acetate and water. The organic layer was washed with an aqueous saturated solution of sodium bicarbonate (×2) and an aqueous saturated solution of ammonium chloride, dried over anhydrous sodium sulfate, and concentrated. Diethyl ether was added to the residue, and the resulting precipitates were collected by filtration and washed with diethyl ether, to give the title compound (4.2 g, 54%) as a brown solid.

Aufarbeitung

  1. temperatureAfter cooling as it
  2. washThe organic layer was washed with an aqueous saturated solution of sodium bicarbonate (×2)
  3. dry with materialan aqueous saturated solution of ammonium chloride, dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. additionDiethyl ether was added to the residue
  6. customthe resulting precipitates
  7. filtrationwere collected by filtration
  8. washwashed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-569a59fcda26478c847ca0dbbecc57a7
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06750232B2

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