Sodium Hydroxide → HCID 23706985, compound

HRID 2418368Notes

Reaction equation

HRID 2418368 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[C:5]([S:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl: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]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl: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 20446145HCID 20446145, compound

Product 1

HCID 23706985HCID 23706985, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-oxo-7-(2-chlorophenylthio)indoline (5.0 g.), sodium hydroxide (1.5 g.), dioxane (15 ml.) and water (15 ml.) was refluxed for 14 hours with stirring. The reaction mixture was concentrated under reduced pressure. The residue was recrystallized from water twice and washed with diethyl ether to give crystals of the captioned compound (3.5 g.), mp 209° to 212° C.

Workup

  1. temperaturewas refluxed for 14 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe residue was recrystallized from water twice
  4. washwashed with diethyl ether
  5. customto give crystals of the captioned compound (3.5 g.), mp 209° to 212° C.

Sources & evidence

ORD record
ord-66569299f29d41089cb5f5eda3d5df34
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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