Ethanol → 8-Amino-5-nitroisoquinoline

HRID 12413

Reaktionsgleichung

Reaktionsgleichung von HRID 12413
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2)([O-:3])=[O:2].Cl.[NH2:15]O.C(O)C.[OH-].[Na+]>CO>[NH2:15][C:11]1[CH:12]=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[C:5]2[C:10]=1[CH:9]=[N:8][CH:7]=[CH:6]2

Komponenten

6

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 690855-NitroisoquinolineHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 110846258-Amino-5-nitroisoquinolineAusbeute 57,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To 5-nitroisoquinoline (2.0 g) were added hydroxylamine hydrochloride (5.0 g) and ethanol (120 ml). A solution of sodium hydroxide (10 g) in methanol (65 ml) was slowly added at 50° C. over 90 min. The reaction mixture was poured into ice water (700 g) and the resulting precipitate was collected by filtration. The residue was washed with ethanol and dried under reduced pressure to give 8-amino-5-nitroisoquinoline (1.25 g).

Aufarbeitung

  1. filtrationthe resulting precipitate was collected by filtration
  2. washThe residue was washed with ethanol
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5e9a210e943d4c09b800007a646d13db
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728005B2

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