Sodium Hydroxide → HCID 23706969, compound

HRID 2418359Notes

Reaction equation

HRID 2418359 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][N: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]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N: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 20446177HCID 20446177, compound

Product 1

HCID 23706969HCID 23706969, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-oxo-7-(2-pyridyloxy)indoline (2.9 g.), sodium hydroxide (1.3 g.), dioxane (20 ml.) and water (20 ml.) was refluxed under heating for 16 hours with stirring. Dioxane was distilled off from the reaction mixture under reduced pressure, and water was added to the residue. The solution was washed with ethyl acetate and filtered, and the filtrate was cooled. The precipitates were collected by filtration, washed with a small amount of cold water and dried to give needles of the captioned compound (2.85 g.). mp 245° to 248° C.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 16 hours
  3. distillationDioxane was distilled off from the reaction mixture under reduced pressure, and water
  4. additionwas added to the residue
  5. washThe solution was washed with ethyl acetate
  6. filtrationfiltered
  7. temperaturethe filtrate was cooled
  8. filtrationThe precipitates were collected by filtration
  9. washwashed with a small amount of cold water
  10. customdried
  11. customto give needles of the captioned compound (2.85 g.)

Sources & evidence

ORD record
ord-d8d7b38f7f264217b868495f20bc2f37
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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