Ammonium Hydroxide → 2-Oxoindoline-5-sulfonamide

HRID 1952907Notes

Reaction equation

HRID 1952907 reaction equation
Cl[S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])=[O:3].[OH-].[NH4+:16]>C(O)C>[NH2:16][S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 49625062-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

Product 1

HCID 101982322-Oxoindoline-5-sulfonamideYield 20%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Chlorosulfonyl-2-oxindole (2.1 g) was added to 10 mL of ammonium hydroxide in 10 mL of ethanol and stirred at room temperature overnight. The mixture was concentrated and the solid collected by vacuum filtration to give 0.4 g (20% yield) of the title compound as an off-white solid.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationthe solid collected by vacuum filtration

Sources & evidence

ORD record
ord-0e0f9a50bf7d4e969565c05c209021bb
Source dataset
uspto-grants-2000_09
Patent number
US06114371

Reaction notes

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