Ammonium Hydroxide → 2-Oxoindoline-5-sulfonamide

HRID 1815378Notes

Reaction equation

HRID 1815378 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 ammonium hydroxide in 10 mL 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 5-aminosulfonyl-2-oxindole as an off-white solid.

Workup

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

Sources & evidence

ORD record
ord-660967f11fe64670832f3425f823ff43
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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