Nitromethane → 3-hydroxy-3-(nitromethyl)-1,3-dihydro-2H-indol-2-one

HRID 1427677Notes

Reaction equation

HRID 1427677 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[C:2]1=[O:3].[N+:12]([CH3:15])([O-:14])=[O:13]>O>[OH:5][C:4]1([CH2:15][N+:12]([O-:14])=[O:13])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:1][C:2]1=[O:3]

Participants

4

Reactant 2

HCID 6375NitromethaneHCID 7054Isatin

Product 1

HCID 2254643-hydroxy-3-(nitromethyl)-1,3-dihydro-2H-indol-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
30 °C

Procedure

Isatin (0.073 g) and nitromethane (0.1 ml) were added to water and the reaction mixture was vigorously stirred at a temperature of 30° C. for 10 minutes. The formed solid product was filtered and recrystallized with MeOH to afford pure product.

Workup

  1. filtrationThe formed solid product was filtered
  2. customrecrystallized with MeOH
  3. customto afford pure product

Sources & evidence

ORD record
ord-3c15383957f3429990f890839192e580
Source dataset
uspto-grants-2015_01
Patent number
US08933248B2

Reaction notes

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