Ammonia hydroxide → 6-Chloro-2-isopropenyl-3H-quinazolin-4-one

HRID 555258Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 555258
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=O)[C:13]([CH3:15])=[CH2:14])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].[OH-].N>CCO>[Cl:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[C:12]([C:13]([CH3:15])=[CH2:14])[NH:9][C:7]2=[O:8]

Komponenten

4

Edukt 2

HCID 21862953Ammonia hydroxideHCID 589496945-Chloro-2-(2-methyl-acryloylamino)-benzamide

Produkt 1

HCID 1358145016-Chloro-2-isopropenyl-3H-quinazolin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5-Chloro-2-(2-methyl-acryloylamino)-benzamide (1.5 mmoL) in EtOH (10 mL) was treated with ammonia hydroxide (˜3.0 mmoL) at 80° C. for 4 h. The reaction was then cooled down and the solvent was removed. The reaction mixture was then partitioned between DCM and water. The organic layer was washed with sat. NH4Cl, brine, dried over anhydrous Na2SO4, filtered, concentrated and purified by silica gel column chromatography to afford the title compound as a white solid.

Aufarbeitung

  1. temperatureThe reaction was then cooled down
  2. customthe solvent was removed
  3. customThe reaction mixture was then partitioned between DCM and water
  4. washThe organic layer was washed with sat. NH4Cl, brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-17d31de3cfe84c03a5e1894424813b1b
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08053441B2

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