HCID 178526787, Verbindung → HCID 178508009, Verbindung

HRID 1435578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1435578
[N+:1]([C:4]1[CH:5]=[C:6]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:7]2=[N:8][CH:9]=1)([O-])=O>C(O)(=O)C.[Fe]>[C:13]1([C:11]2[NH:10][C:7]3=[N:8][CH:9]=[C:4]([NH2:1])[CH:5]=[C:6]3[N:12]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 1

HCID 178526787HCID 178526787, Verbindung

Produkt 1

HCID 178508009HCID 178508009, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

12.0 g 6-nitro-2-phenyl-3H-imidazo[4,5-b]pyridine were dissolved in 1 l acetic acid. 18 g iron powder were added and the mixture heated to 80° C. with stirring. After 2 hrs the mixture was cooled to room temperature and filtered over Celite. The celite pad was washed with methanol and the combined filtrates were evaporated. The residue was dissolved methanol/dichloromethane 1:1 and filtered over silica. The filtrate was concentrated to a volume of 100 ml, the resulting precipitate collected by filtration and washed with methanol. Yield 7.68 g

Aufarbeitung

  1. temperatureAfter 2 hrs the mixture was cooled to room temperature
  2. filtrationfiltered over Celite
  3. washThe celite pad was washed with methanol
  4. customthe combined filtrates were evaporated
  5. dissolutionThe residue was dissolved methanol/dichloromethane 1:1
  6. filtrationfiltered over silica
  7. concentrationThe filtrate was concentrated to a volume of 100 ml
  8. filtrationthe resulting precipitate collected by filtration
  9. washwashed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-e706b720c0a443c0bb5ab8df43b8ff5b
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618964B2

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