Water → 5,7-dichloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

HRID 569807

Reaktionsgleichung

Reaktionsgleichung von HRID 569807
[Cl:1][C:2]1[CH:10]=[C:9]([Cl: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]>[Cl: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]([Cl:11])[CH:10]=1

Komponenten

5

Edukt 2

HCID 962WaterHCID 2519084,6-Dichloroisatin

Produkt 1

HCID 123632155,7-dichloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10219390chromium (VI) trioxideKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a suspension of 4,6-dichloroindolin-2,3-dione (5.95 g) in acetic acid (95 ml) was added chromium trioxide (16 g) over a period of 15 minutes at 60° C. with stirring and the mixture was stirred at 70°-75° C. for 1 hour. After cooling, the reaction mixture was poured into water (360 ml) and the resulting precipitates were collected by filtration. The filtrate was extracted with ethyl acetate. The extract was washed with water and dried. Removal of the solvent gave a residue, which was combined with the precipitates. Recrystallization from isopropyl ether gave 5,7-dichloro-2H-3,1-benzoxazine-2,4(1H)-dione (2.85 g).

Aufarbeitung

  1. stirringthe mixture was stirred at 70°-75° C. for 1 hour
  2. temperatureAfter cooling
  3. customthe resulting precipitates
  4. filtrationwere collected by filtration
  5. extractionThe filtrate was extracted with ethyl acetate
  6. washThe extract was washed with water
  7. customdried
  8. customRemoval of the solvent
  9. customgave a residue, which
  10. customRecrystallization from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-96b79913e52e4204b7065cc2cf9372a3
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734419

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