1-Methylisoquinoline → 1-methyl-5-nitroIsoquinoline

HRID 1175751Notes

Reaction equation

HRID 1175751 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 155921-MethylisoquinolineHCID 24434Potassium Nitrate

Product 1

HCID 126479501-methyl-5-nitroIsoquinoline

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 1-methyl isoquinoline (Aldrich) in concentrated sulfuric acid at 0° C. was added potassium nitrate (1.1 mmol). Reaction mixture was warmed to room temperature and stirred at room temperature for 5 hours. Reaction mixture was basified. Solid precipitated was column purified.

Workup

  1. customReaction mixture
  2. customReaction mixture
  3. customSolid precipitated
  4. custompurified

Sources & evidence

ORD record
ord-de4a4f4273e74311b6022ce6e3a55920
Source dataset
uspto-grants-2010_11
Patent number
US07842703B2

Reaction notes

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