Sodium methanethiolate → 6-Isoquinolinol, 7-methyl- (9CI)

HRID 228875

Reaktionsgleichung

Reaktionsgleichung von HRID 228875
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[CH:9]=[N:8][CH:7]=[CH:6]2.C[S-].[Na+]>CN(C)C=O>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[CH:9]=[N:8][CH:7]=[CH:6]2

Komponenten

4

Edukt 2

HCID 4378561Sodium methanethiolateHCID 230784386-Methoxy-7-methylisoquinoline

Produkt 1

HCID 1357421666-Isoquinolinol, 7-methyl- (9CI)Ausbeute 9,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

6-Methoxy-7-methylisoquinoline (239 mg) and sodium thiomethoxide (1.58 g) were suspended in N,N-dimethylformamide (12 ml), and the suspension was stirred at 160° 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 6-hydroxy-7-methylisoquinoline (21 mg, yield 1%).

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-59963b43ab36432bae428be123756b9a
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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