Hydrogen Peroxide → Isatoic Anhydride

HRID 51981Notes

Reaction equation

HRID 51981 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].S(=O)(=O)(O)[OH:13].OO>C(O)(=O)C>[C:6]12[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=1)[NH:1][C:2](=[O:13])[O:3][C:4]2=[O:5]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 7054Isatin

Product 1

HCID 8359Isatoic Anhydride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The isatin derivative (70 g) obtained in the above item (i), 200 ml of acetic acid and 0.8 ml of concentrated sulfuric acid were charged in a 500 ml two-neck flask and the mixture was stirred at room temperature. Then, 50 ml of 30% hydrogen peroxide was added dropwise to the mixture. After the completion of dropping, the mixture was stirred at 60° to 65° C. for one hour and a half and then cooled. The deposit was filtered, washed with water and dried under vacuum to give 35 g of a derivative of isatoic acid anhydride represented by the following formula (20): ##STR24##

Workup

  1. additionwere charged in a 500 ml two-neck flask
  2. stirringthe mixture was stirred at 60° to 65° C. for one hour
  3. temperaturea half and then cooled
  4. filtrationThe deposit was filtered
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-4db0619c8b40420297941ad8974fa4d1
Source dataset
uspto-grants-1997_04
Patent number
US05616441

Reaction notes

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