1-Chloroanthraquinone → 1-(n-Octylsulfonylamino)anthraquinone

HRID 1087301

Reaktionsgleichung

Reaktionsgleichung von HRID 1087301
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:18]([S:26]([NH2:29])(=[O:28])=[O:27])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.ClC1C=CC=CC=1Cl>[CH2:18]([S:26]([NH:29][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:27])=[O:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Komponenten

6

Edukt 3

HCID 67091-ChloroanthraquinoneHCID 11430Potassium CarbonateHCID 2295971-Octanesulfonamide

Produkt 1

HCID 199903611-(n-Octylsulfonylamino)anthraquinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

A 100ml round bottom flask, equipped with a magnetic stirrer and cooling condenser, was charged with 1-chloroanthraquinone (2.0g), n-octylsulfonamide (3.0g), copper acetate (0.8g), potassium carbonate (0.8g) and o-dichlorobenzene (25ml). This mixture was slowly heated to reflux. After 2.5 hours the reaction mixture was cooled and filtered. Methanol was then added to induce precipitation, and after filtration the solid was recrystallized from a mixture of dichloromethane and methanol to give a yellow product.

Aufarbeitung

  1. customA 100ml round bottom flask, equipped with a magnetic stirrer
  2. temperaturecooling condenser
  3. temperatureThis mixture was slowly heated to reflux
  4. temperatureAfter 2.5 hours the reaction mixture was cooled
  5. filtrationfiltered
  6. additionMethanol was then added
  7. customprecipitation
  8. filtrationafter filtration the solid
  9. customwas recrystallized from a mixture of dichloromethane and methanol
  10. customto give a yellow product

Quellen und Nachweise

ORD-Eintrag
ord-3e6a13242a364f83931fe3aa4a4de4e3
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034547

Verknüpfte Notizen

Wird geladen…