Hydrogen Peroxide → 2-Amino-4-bromo-3-methoxybenzoic acid

HRID 513233Notes

Reaction equation

HRID 513233 reaction equation
[OH:1]O.[Br:3][C:4]1[C:12]([O:13][CH3:14])=[C:11]2[C:7]([C:8](=[O:16])C(=O)[NH:10]2)=[CH:6][CH:5]=1.[OH-].[Na+]>O>[NH2:10][C:11]1[C:12]([O:13][CH3:14])=[C:4]([Br:3])[CH:5]=[CH:6][C:7]=1[C:8]([OH:16])=[O:1]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 1175999946-Bromo-7-methoxyindoline-2,3-dione

Product 1

HCID 1175997612-Amino-4-bromo-3-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

H2O2 (37%, 7.7 mL, 0.075 mol) in H2O (70 mL) is slowly added to the solution of 6-Bromo-7-methoxy-1H-indole-2,3-dione (8.0 g, 0.0312 mol), NaOH (8.8 g, 0.219 mol) in H2O (200 mL) then stirred at room temperature for 1 hour. After reaction, the mixture is filtered and the solid is dried under vacuum to give the desired product.

Workup

  1. customAfter reaction
  2. filtrationthe mixture is filtered
  3. customthe solid is dried under vacuum

Sources & evidence

ORD record
ord-3eb192af572943b6913c4b1e06f8f538
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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