Sodium Hydroxide → HCID 23706958, compound

HRID 2418361Notes

Reaction equation

HRID 2418361 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[C:5]([O:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[NH2:18])[CH:6]=[CH:7][CH:8]=2)[NH:3]1.[OH-].[Na+:20].[O:21]1CCOCC1>O>[NH2:3][C:4]1[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH2:18])=[CH:6][CH:7]=[CH:8][C:9]=1[CH2:10][C:2]([O-:21])=[O:1].[Na+:20]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 20446171HCID 20446171, compound

Product 1

HCID 23706958HCID 23706958, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-oxo-7-(2-aminophenoxy)indoline (3.5 g.), sodium hydroxide (1.2 g.), dioxane (10 ml.) and water (50 ml.) was refluxed under heating for 48 hours with stirring. After cooling, the reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethanol under warming and filtered. The filtrate was concentrated under reduced pressure, and the residue was crystallized with a mixture of ethanol and ethyl acetate to give the captioned compound (3 g.). mp 103° to 110° C.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 48 hours
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. dissolutionThe residue was dissolved in ethanol
  7. temperatureunder warming
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated under reduced pressure
  10. customthe residue was crystallized with a mixture of ethanol and ethyl acetate
  11. customto give the captioned compound (3 g.)

Sources & evidence

ORD record
ord-a7f94a6dcb8b422285ee8cce83f947d1
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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