Sodium Hydroxide → HCID 23706982, compound

HRID 2418372Notes

Reaction equation

HRID 2418372 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[C:5]([NH:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:6]=[CH:7][CH:8]=2)[NH:3]1.[OH-].[Na+:19].[O:20]1CCOCC1>O>[NH2:3][C:4]1[C:5]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:7]=[CH:8][C:9]=1[CH2:10][C:2]([O-:20])=[O:1].[Na+:19]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 20446167HCID 20446167, compound

Product 1

HCID 23706982HCID 23706982, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-oxo-7-anilinoindoline (3 g.), sodium hydroxide (1.07 g.), dioxane (10 ml.) and water (50 ml.) was refluxed under heating for 22 hours with stirring. After cooling, the reaction mixture was filtered, and the filtrate was evaporated under reduced pressure. The residue was dissolved in ethanol under heating and filtered. The filtrate was evaporated under reduced pressure and the oily residue was crystallized with ethyl acetate, collected by filtration, washed with ethyl acetate and dried to give powdery crystals of the captioned compound (1.8 g.). mp 195° to 200° C.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 22 hours
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered
  5. customthe filtrate was evaporated under reduced pressure
  6. dissolutionThe residue was dissolved in ethanol
  7. temperatureunder heating
  8. filtrationfiltered
  9. customThe filtrate was evaporated under reduced pressure
  10. customthe oily residue was crystallized with ethyl acetate
  11. filtrationcollected by filtration
  12. washwashed with ethyl acetate
  13. customdried
  14. customto give powdery crystals of the captioned compound (1.8 g.)

Sources & evidence

ORD record
ord-5236d151606e43e7b488992418a625ab
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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