Nitromethane → 3-Hydroxy-7-iodo-3-(nitromethyl)indolin-2-one
Reaction equation
[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[C:7]2=[O:12].[N+:13]([CH3:16])([O-:15])=[O:14]>O>[OH:12][C:7]1([CH2:16][N+:13]([O-:15])=[O:14])[C:6]2[C:10](=[C:2]([I:1])[CH:3]=[CH:4][CH:5]=2)[NH:9][C:8]1=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
7-iodoisatin (0.136 g) and nitromethane (0.15 ml) were added to water and the reaction mixture was vigorously stirred at a temperature of 30° C. for 24 hours. The obtained product was extracted with ethyl acetate and purified by silica gel column chromatography using ethyl acetate/hexane as eluents to afford pure product.
Workup
- extractionThe obtained product was extracted with ethyl acetate
- custompurified by silica gel column chromatography
- customto afford pure product
Sources & evidence
- ORD record
- ord-ade59597115440eb85fb32d442692674
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08933248B2
Reaction notes
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