6,7-Dimethoxyisoquinolin-1(2H)-one → HCID 22397411, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=O)[NH:8][CH:7]=[CH:6]2.[N+:16]([O-])([OH:18])=[O:17].OS(O)(=O)=O>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([N+:16]([O-:18])=[O:17])[C:12]=1[O:13][CH3:14])[CH:9]=[N:8][CH:7]=[CH:6]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 6,7-Dimethoxy-isoquinolinone (2.88 g) in sulphuric acid (20 ml) at 5-10° C. was added 2 M HNO3—H2SO4-solution (8 ml) and the reaction mixture stirred overnight at ambient temperature. The reaction mixture was poured into ice water, pH adjusted to 12 and the product extracted in methylene chloride. The methylene chloride phase was extracted with 1 M HCl , the pH of the aqueous phase adjusted to 12 and extracted into methylene chloride, dried and evaporated. Yield: 2.5 g.
Workup
- extractionthe product extracted in methylene chloride
- extractionThe methylene chloride phase was extracted with 1 M HCl
- extractionextracted into methylene chloride
- customdried
- customevaporated
Sources & evidence
- ORD record
- ord-cafc8ce6b4814715810a347df7f9f146
- Source dataset
- uspto-grants-2005_06
- Patent number
- US06903114B2
Reaction notes
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