Réaction #646659

Équation de réaction

potassium carbonate

3-methylisoquinoline

potassium nitrate

→

title compound

3-Methyl-5-nitroisoquinoline

Solvants

sulfuric acid

sulfuric acid

Conditions de réaction

Traitement

1. 1
   Températurewhilst maintaining the temperature below 4° C. (ice bath)
2. 2
   Températuretemperature raised to ambient
3. 3
   AutreReaction
4. 4
   workup.STIRRINGwas further stirred for 3 h
5. 5
   Autreafforded a yellow solid which
6. 6
   Filtrationwas filtered
7. 7
   Lavagewashed with water
8. 8
   workup.DISSOLUTIONThe crude product was dissolved in ethanol (200 ml)
9. 9
   Filtrationfiltered
10. 10
    Concentrationconcentrated under reduced pressure

Mode opératoire

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.

Source