Hydrogen Peroxide → 7-Fluoroisatoic anhydride

HRID 1447160Notes

Reaction equation

HRID 1447160 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=[O:12])[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:14].OO>C(O)(=O)C>[CH:3]1[C:2]([F:1])=[CH:10][C:9]2[NH:8][C:7]([O:14][C:6](=[O:12])[C:5]=2[CH:4]=1)=[O:11]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 3739056-Fluoroisatin

Product 1

HCID 100581387-Fluoroisatoic anhydride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

41 parts of 6-fluoroisatin are suspended in 500 parts of glacial acetic acid and 15 parts of concentrated sulfuric acid and 100 parts of 30 percent strength hydrogen peroxide solution are added at 30° C. A slightly exothermic reaction is observed and at 40°-45° C. a clear solution is temporarily produced. The temperature is not allowed to rise above 50° C., and after one hour the mixture is cooled to room temperature. The precipitate is filtered off and washed. 38 parts of 7-fluoroisatoic anhydride are obtained; melting point 229°-231° C., with decomposition.

Workup

  1. additionare added at 30° C
  2. customA slightly exothermic reaction
  3. customis observed and at 40°-45° C.
  4. customis temporarily produced
  5. customto rise above 50° C.
  6. filtrationThe precipitate is filtered off
  7. washwashed

Sources & evidence

ORD record
ord-c477ac128e9f488e832ecbe705fff4f7
Source dataset
uspto-grants-1982_02
Patent number
US04316020

Reaction notes

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