Sodium methanethiolate → 6-Isoquinolinol, 7-bromo-

HRID 228878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 228878
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][C:3]=1[O:12]C.C[S-].[Na+]>CN(C)C=O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][C:3]=1[OH:12]

Komponenten

4

Edukt 2

HCID 4378561Sodium methanethiolateHCID 230784917-Bromo-6-methoxyisoquinoline

Produkt 1

HCID 1358548376-Isoquinolinol, 7-bromo-Ausbeute 23,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

7-Bromo-6-methoxyisoquinoline (50 mg) and sodium thiomethoxide (147 mg) were suspended in N,N-dimethylformamide (2 ml), and the suspensioin was stirred at 150° C. for 2 hr. The reaction solution was cooled to room temperature, the reaction solution was then filtered, and the solvent was removed from the filtrate by distillation under the reduced pressure. The residue was purified by thin layer chromatography using chloroform-methanol to give 7-bromo-6-hydroxyisoquinoline (11 mg, yield 22%).

Aufarbeitung

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationthe reaction solution was then filtered
  3. customthe solvent was removed from the filtrate by distillation under the reduced pressure
  4. customThe residue was purified by thin layer chromatography

Quellen und Nachweise

ORD-Eintrag
ord-79cd1e5009574c81aaab3218a78ba9d0
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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