Potassium Carbonate → HCID 178441858, Verbindung

HRID 1708456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1708456
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH2:16]Br)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-:19].[K+].[K+]>CS(C)=O.O>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH2:16][OH:19])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 178441835HCID 178441835, Verbindung

Produkt 1

HCID 178441858HCID 178441858, VerbindungAusbeute 42,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of 2.0 g of impure 2-butyl-6-(bromomethyl)-4(1H)-quinazolinone (from Example 3) in 35 ml of dimethylsulfoxide and 20 ml of water is added 1.0 g of potassium carbonate. The reaction mixture is heated at reflux for 6 hours, resulting in a complete solution. Upon cooling slowly to room temperature a white precipitate forms and is collected by filtration. The filter cake is purified by flash chromatography on silica gel, eluting with 9:1 chloroform-methanol to give 0.67 g of the desired product as a white solid. CI MASS SPEC 233(M+H).

Aufarbeitung

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 6 hours
  3. customresulting in a complete solution
  4. filtrationis collected by filtration
  5. customThe filter cake is purified by flash chromatography on silica gel
  6. washeluting with 9:1 chloroform-methanol

Quellen und Nachweise

ORD-Eintrag
ord-29e5de0832694df0a59a80d7683449c0
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05358951

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