O-Phenylenediamine → Dipyridophenazine

HRID 537590

Reaktionsgleichung

Reaktionsgleichung von HRID 537590
[N:1]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][N:12]=3)[C:7](=O)[C:6](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:17]1([NH2:24])[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH2:23]>C(O)C>[CH:4]1[C:5]2[C:6]3[C:7]([C:8]4[CH:9]=[CH:10][CH:11]=[N:12][C:13]=4[C:14]=2[N:1]=[CH:2][CH:3]=1)=[N:24][C:17]1[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[N:23]=3

Komponenten

4

Edukt 2

HCID 7243O-PhenylenediamineHCID 728101,10-Phenanthroline-5,6-dione

Produkt 1

HCID 3081616DipyridophenazineAusbeute 55,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Into a 200 mL recovery flask were placed 1,10-phenanthroline-5,6-dione (1.09 g, 5.19 mmol) and ethanol (10 mL), and the mixture was stirred to provide a suspension. And then, 1,2-phenylenediamine (0.592 g, 5.20 mmol) and ethanol (40 mL) were added to the suspension, and the mixture was refluxed for 2 hours. After allowing the reaction liquid to stand overnight, an insoluble substance was collected by filtration, and washed with cold ethanol. And then, the product was recrystallized with ethanol, and dipyrido[3,2-a:2′,3′-c]phenazine (Qxphen) (0.808 g) was obtained.

Aufarbeitung

  1. customInto a 200 mL recovery flask were placed
  2. customto provide a suspension
  3. temperaturethe mixture was refluxed for 2 hours
  4. customthe reaction liquid
  5. filtrationan insoluble substance was collected by filtration
  6. washwashed with cold ethanol
  7. customAnd then, the product was recrystallized with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f5321428c8204688b162573a415d0ebb
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859894B2

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