9-(4-nitro-phenyl)-9H-purin-6-ylamine → 9-(4-Aminophenyl)-9H-purin-6-amine

HRID 1912860

Reaktionsgleichung

Reaktionsgleichung von HRID 1912860
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:18]=[N:17][C:16]3[C:11]2=[N:12][CH:13]=[N:14][C:15]=3[NH2:19])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[C].[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:18]=[N:17][C:16]3[C:11]2=[N:12][CH:13]=[N:14][C:15]=3[NH2:19])=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 3090939-(4-nitro-phenyl)-9H-purin-6-ylamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 231551369-(4-Aminophenyl)-9H-purin-6-amineAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In 1,000 mL of methanol, 13.1 g (51 mmol) of [9-(4-nitrophenyl)-9H-purin-6-yl]amine was suspended, and 1.0 g of 10% palladium carbon was added thereto and the mixture suspension was stirred at 60° C. for 22 hours in a hydrogen atmosphere. The palladium carbon was removed by Celite filtration and the filtrate was washed with 3 L of hot methanol. The methanol solution was concentrated under reduced pressure and the formed product was purified by a silica gel column (ethyl acetate:methanol=8:1) to obtain 10.29 g (89%) of a target product as a pale yellow solid.

Aufarbeitung

  1. customThe palladium carbon was removed by Celite filtration
  2. washthe filtrate was washed with 3 L of hot methanol
  3. concentrationThe methanol solution was concentrated under reduced pressure
  4. customthe formed product was purified by a silica gel column (ethyl acetate:methanol=8:1)

Quellen und Nachweise

ORD-Eintrag
ord-86f8d8a50b41421b8dfc6ef9432360b9
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609656B2

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