Fluorenone → 6(5H)-Phenanthridinone

HRID 1016480

Reaktionsgleichung

Reaktionsgleichung von HRID 1016480
[CH:1]1[C:13]2[C:12](=[O:14])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[N-:15]=[N+]=[N-].[Na+]>S(=O)(=O)(O)O>[CH:4]1[C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:12](=[O:14])[NH:15][C:13]=2[CH:1]=[CH:2][CH:3]=1

Komponenten

4

Edukt 2

HCID 10241FluorenoneHCID 33557Sodium Azide

Produkt 1

HCID 18536(5H)-PhenanthridinoneAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

6(5H)-Phenanthridinone was prepared by the method described by Gauthier in U.S. Pat. No. 3,932,643. Briefly, to a well stirred solution of 9-fluorenone (15 g, 0.083 mol) in concentrated sulfuric acid (500 mL), sodium azide (8.1 g, 0.12 mol) was slowly added over a period of 3 hr at 0° C. The reaction mixture was stirred at room temperature for 2 hr, until nitrogen no longer evolved. The reaction mixture was then poured slowly over crushed ice, to produce a solid precipitate which was filtered and washed thoroughly with cold water to remove sulfuric acid. The solid was then dried under vacuum, to give pure 6(5H)-phenanthridinone (15 g, 93%).

Aufarbeitung

  1. custom6(5H)-Phenanthridinone was prepared by the method
  2. additionwas slowly added over a period of 3 hr at 0° C
  3. additionThe reaction mixture was then poured slowly
  4. customover crushed ice
  5. customto produce a solid precipitate which
  6. filtrationwas filtered
  7. washwashed thoroughly with cold water
  8. customto remove sulfuric acid
  9. customThe solid was then dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8f041c13c58741f89f3f92c73c970593
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06476048B1

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