Sulfuric Acid → 6-Bromo-7-methyl-1H-indole-2,3-dione

HRID 513236Notes

Reaction equation

HRID 513236 reaction equation
[Br:1][C:2]1[C:3]([CH3:14])=[C:4]([NH:8][C:9](=[O:13])[CH:10]=NO)[CH:5]=[CH:6][CH:7]=1.[OH:15]S(O)(=O)=O>>[Br:1][C:2]1[C:3]([CH3:14])=[C:4]2[C:5]([C:10](=[O:15])[C:9](=[O:13])[NH:8]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 72595240N-(3-bromo-2-methylphenyl)-2-(hydroxyimino)acetamide

Product 1

HCID 112301886-Bromo-7-methyl-1H-indole-2,3-dione

Procedure

A mixture of N-(3-Bromo-2-methyl-phenyl)-2-hydroxyimino-acetamide (18.0 g, 0.07 mol), conc.H2SO4 (150 mL) is stirred at 80° C. for 1 h. After reaction, poured the reaction mixture to ice water (2 L) the mixture is filtered and the solid is dried under vacuum to give product.

Workup

  1. customAfter reaction
  2. filtrationis filtered
  3. customthe solid is dried under vacuum
  4. customto give product

Sources & evidence

ORD record
ord-4e6db0f69a01443d97b8b29ce81afd56
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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