Isoquinoline → isoquinolin-N-oxide
Reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.C1C=C(Cl)C=C(C(OO)=[O:19])C=1>C(Cl)(Cl)Cl>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N+:2]=1[O-:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of isoquinoline (1-Im-9, 5 g, 1.0 eq) in 50 mL of CHCl3, mCPBA (2.0 eq) was added. The mixture was stirred at rt for 1 h. The reaction was washed with 5% aqueous Na2SO3 and aqueous Na2CO3, then concentrated and the residue was purified by silica column chromatography to give isoquinoline 2-oxide (2-Im-9).
Workup
- washThe reaction was washed with 5% aqueous Na2SO3 and aqueous Na2CO3
- concentrationconcentrated
- customthe residue was purified by silica column chromatography
Sources & evidence
- ORD record
- ord-e6b18eeb6a8c4466b0200d7320f148d3
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08541418B2
Reaction notes
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