Nitric Acid → 1-Methyl-5-nitroindolin-2-one

HRID 1510322Notes

Reaction equation

HRID 1510322 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C:3]1=[O:11].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:12]([O-:14])=[O:13])=[CH:8][CH:9]=2)[CH2:4][C:3]1=[O:11]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 6096N-Methyloxindole

Product 1

HCID 27279611-Methyl-5-nitroindolin-2-one

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
0 °C

Procedure

2 g 1-methyl-1,3-dihydro-indol-2-one are dissolved in 10 ml concentrated sulphuric acid and cooled to 0° C. To this is added dropwise a solution of 620 μl concentrated nitric acid in 2 ml concentrated sulphuric acid and the mixture is stirred for 30 minutes. Then it is poured onto 50 g ice, stirred for 1 hour, the solid is removed by suction filtering and dried in vacuo.

Workup

  1. stirringstirred for 1 hour
  2. customthe solid is removed by suction
  3. filtrationfiltering
  4. customdried in vacuo

Sources & evidence

ORD record
ord-1c46ed48328446409538b5d7878a16c1
Source dataset
uspto-grants-2012_07
Patent number
US08211923B2

Reaction notes

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