Methylamine → N-methyl-2-oxoindoline-5-sulfonamide

HRID 24311

Reaction equation

HRID 24311 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].[CH3:15][NH2:16]>O1CCCC1>[CH3:15][NH: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 6329MethylamineHCID 49625062-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

Product 1

HCID 10176909N-methyl-2-oxoindoline-5-sulfonamideYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 3.38 g of 5-chlorosulfonyl-2-oxindole in 10 mL 2M methylamine in tetrahydrofuran was stirred at room temperature for 4 hours during which time a white solid formed. The precipitate was collected by vacuum filtration, washed twice with 5 mL of water and dried under vacuum at 40° C. overnight to give 3.0 g (88% yield) of 5-methylaminosulfonyl-2-oxindole.

Workup

  1. customformed
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed twice with 5 mL of water
  4. customdried under vacuum at 40° C. overnight

Sources & evidence

ORD record
ord-fe9bd36b9da843ffb41b3aaadcf3b7a7
Source dataset
uspto-grants-2005_02
Patent number
US06855730B2

Linked notes

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