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Acetic Acid → HCID 178497450, Verbindung

HRID 235254
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 235254
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[NH:9]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[C:20]([OH:22])=[O:21])[C:12](=O)[C:10]1=O.O.[C:24](O)(=O)C>>[CH:3]1[CH:4]=[CH:5][CH:6]=[C:1]2[C:2]=1[N:7]=[C:12]1[C:14]3[C:19](=[C:18]([C:20]([O:22][CH3:24])=[O:21])[CH:17]=[CH:16][CH:15]=3)[N:9]=[C:10]1[NH:8]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 7243O-PhenylenediamineHCID 27793832,3-dioxoindoline-7-carboxylic acid

Produkt 1

HCID 178497450HCID 178497450, Verbindung

Versuchsvorschrift

A suspension of 3.96 g of 1,2-phenylenediamine and 7.00 g of 7-isatincarboxylic acid in 70 ml of acetic acid was heated under reflux for an hour. After completion of the reaction, the reaction solution was allowed to cool to room temperature, followed by addition of water, and resulting precipitate was collected by filtration. The thus obtained 7-indolo[2,3-b]quinolinecarboxylic acid and 170 ml of thionyl chloride were refluxed for 2 hours, and the excess thionyl chloride was evaporated. The residue, after addition of 250 ml of methanol, was stirred overnight. After addition of water, the resulting precipitate was collected by filtration, and purified by silica gel column chromatography to give methyl 7-indolo[2,3-b]quinoxalinecarboxylate.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for an hour
  3. customAfter completion of the reaction
  4. customresulting precipitate
  5. filtrationwas collected by filtration
  6. temperatureThe thus obtained 7-indolo[2,3-b]quinolinecarboxylic acid and 170 ml of thionyl chloride were refluxed for 2 hours
  7. customthe excess thionyl chloride was evaporated
  8. additionThe residue, after addition of 250 ml of methanol
  9. additionAfter addition of water
  10. filtrationthe resulting precipitate was collected by filtration
  11. custompurified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b58639675db34ffdab3248753c9d6114
Quelldatensatz
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05597921

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