Acetic Acid → HCID 13060519, compound

HRID 367289Notes

Reaction equation

HRID 367289 reaction equation
C([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:13])[C:6](=[O:12])[NH:7]2)C.S(=O)(=O)(O)O.[OH:19]O.[C:21](O)(=O)[CH3:22]>>[CH2:21]([C:11]1[CH:3]=[C:4]2[C:5]([O:13][C:6](=[O:12])[NH:7][C:8]2=[CH:9][CH:10]=1)=[O:19])[CH3:22]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 138270824-Ethyl-1H-indole-2,3-dione

Product 1

HCID 13060519HCID 13060519, compoundYield 48%

Conditions

Temperature
30 °C

Procedure

4-Ethyl isatin (3.1 g, 0.018 mol) was added to a mixture of conc. sulphuric acid (45 μl) in acetic acid (14 ml). The suspension was warmed to 30° C., hydrogen peroxide 35% (2.2 ml) was added and after the addition the temperature was raised to 65° C. After being heated for 3 hours, the mixture was cooled and the precipitate filtered off, washed with water and dried to give the title compound (1.7 g), yield 48%.

Workup

  1. additionafter the addition the temperature
  2. temperaturewas raised to 65° C
  3. temperatureAfter being heated for 3 hours
  4. temperaturethe mixture was cooled
  5. filtrationthe precipitate filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-714251ae7c134dd0bfe396eabf0584a2
Source dataset
uspto-grants-2000_10
Patent number
US06133285

Reaction notes

Loading…