Maleic Anhydride → 2,5-Dioxo-2,5-dihydrofuran-3-sulfonic acid

HRID 1701988Notes

Reaction equation

HRID 1701988 reaction equation
[S:1](=[O:4])(=[O:3])=[O:2].[C:5]1(=[O:11])[O:10][C:8](=[O:9])[CH:7]=[CH:6]1>>[S:1]([C:7]1[C:8]([O:10][C:5](=[O:11])[CH:6]=1)=[O:9])([OH:4])(=[O:3])=[O:2]

Participants

3

Reactant 2

HCID 7923Maleic AnhydrideHCID 24682Sulfur trioxide

Product 1

HCID 124798802,5-Dioxo-2,5-dihydrofuran-3-sulfonic acid

Conditions

Temperature
60 °C

Procedure

The reagent was prepared using the sulfonation procedure of U.S. Pat. No. 3,987,043 (cited previously). Liquid sulfur trioxide (100 mole %) was added slowly to the agitated maleic anhydride powder while heating to maintain the temperature at 60° C. After the exothermic reaction was complete, the reaction temperature was raised to 100°-110° C. and the mixture was held for 3 hours. After cooling to room temperature, the viscous dark brown oil crystallized to solid sulfomaleic anhydride.

Workup

  1. customThe reagent was prepared
  2. temperaturewhile heating
  3. customAfter the exothermic reaction
  4. temperaturethe reaction temperature was raised to 100°-110° C.
  5. temperatureAfter cooling to room temperature
  6. customthe viscous dark brown oil crystallized to solid sulfomaleic anhydride

Sources & evidence

ORD record
ord-069eb8793e8244439ed8ec7ee91724bd
Source dataset
uspto-grants-1983_04
Patent number
US04379919

Reaction notes

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