Sodium Hydroxide → HCID 21846995, Verbindung

HRID 619717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 619717
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][N:17]=[CH:18]3)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.[OH-].[Na+]>Cl.O>[CH:18]1[C:19]2[C:14](=[C:13]([S:10]([C:7]3[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=3)(=[O:12])=[O:11])[CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:16][N:17]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 154356855-(4-Nitrophenylsulfonyl)isoquinoline

Produkt 1

HCID 21846995HCID 21846995, VerbindungAusbeute 76,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

5-(4-Nitrophenylsulfonyl)isoquinoline 160 mg (0.6 mmol) was dissolved in concentrated hydrochloric acid 170 ml, stannous chloride dihydrate 650 mg (2.9 mmol) was added, and the mixture was stirred overnight at room temperature. 4 N sodium hydroxide in water was added to the reaction solution, and the resulting alkaline solution was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystallized from methanol to give 4-(5-isoquinolylsulfonyl)aniline 110 mg (76.5%).

Aufarbeitung

  1. extractionthe resulting alkaline solution was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-5925996de9cc46f8bfd78c01cde72ea5
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05959107

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