Water → 5,7-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione

HRID 3109

Reaktionsgleichung

Reaktionsgleichung von HRID 3109
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]2[C:3]=1[C:4](=[O:13])[C:5](=[O:12])[NH:6]2.[OH2:14]>C(O)(=O)C.[O-2].[O-2].[O-2].[Cr+6]>[CH3:1][C:2]1[C:3]2[C:4](=[O:13])[O:12][C:5](=[O:14])[NH:6][C:7]=2[CH:8]=[C:9]([CH3:11])[CH:10]=1

Komponenten

5

Edukt 2

HCID 962WaterHCID 23861614,6-dimethyl-1H-indole-2,3-dione

Produkt 1

HCID 189298545,7-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dioneAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10219390chromium (VI) trioxideKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred warm (60° C.) solution of 4,6-dimethyl-1H-indole-2,3-dione (2.0 g, 11.4 mM) in acetic acid (20 mL) was added in small portions chromium trioxide (6.6 g, 66 mM) while maintaining the temperature of the reaction mixture at 65°-70° C. The reaction mixture was then heated at 80° C. for one hour, cooled, poured into water (150 mL) and filtered to obtain the the title compound (0.67 g, 31%) as a light yellow solid; MS(CI): 192 (M+H).

Aufarbeitung

  1. temperaturewhile maintaining the temperature of the reaction mixture at 65°-70° C
  2. temperaturecooled
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-ed246c15161e44ccb5ed8c113f70f2e4
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733910

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