Potassium Carbonate → 3-Methyl-5-nitroisoquinoline

HRID 559477

Reaktionsgleichung

Reaktionsgleichung von HRID 559477
[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[N+:12]([O-])([O-:14])=[O:13].[K+].C(=O)([O-])[O-].[K+].[K+]>S(=O)(=O)(O)O>[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:7][CH:6]=2

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 143063-MethylisoquinolineHCID 24434Potassium Nitrate

Produkt 1

HCID 2749733-Methyl-5-nitroisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Versuchsvorschrift

A solution of 3-methylisoquinoline (5.4 g, 0.038 mol) in concentrated sulfuric acid (30 ml) was cautiously added to a solution of potassium nitrate (4.25 g, 1.1 eq) in concentrated sulfuric acid (23 ml) whilst maintaining the temperature below 4° C. (ice bath). Stirring was continued for 2 h and then temperature raised to ambient. Reaction was further stirred for 3 h and then poured into ice-water slurry (500 ml). Neutralisation using solid potassium carbonate afforded a yellow solid which was filtered and washed with water. The crude product was dissolved in ethanol (200 ml), filtered and concentrated under reduced pressure to afford the title compound as a yellow solid.

Aufarbeitung

  1. temperaturewhilst maintaining the temperature below 4° C. (ice bath)
  2. temperaturetemperature raised to ambient
  3. customReaction
  4. stirringwas further stirred for 3 h
  5. customafforded a yellow solid which
  6. filtrationwas filtered
  7. washwashed with water
  8. dissolutionThe crude product was dissolved in ethanol (200 ml)
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-76441f1f554e4a10a36349439a94c7dd
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063078B2

Verknüpfte Notizen

Wird geladen…