3-Aminopyridine → 2-Oxo-2,3-dihydro-1H-indole-5-sulfonic acid pyridin-3-ylamide

HRID 49114Notes

Reaction equation

HRID 49114 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].[NH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1>N1C=CC=CC=1>[N:18]1[CH:19]=[CH:20][CH:21]=[C:16]([NH:15][S:2]([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[NH:10][C:9](=[O:14])[CH2:8]3)(=[O:4])=[O:3])[CH:17]=1

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 49625062-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

Product 1

HCID 690525102-Oxo-2,3-dihydro-1H-indole-5-sulfonic acid pyridin-3-ylamideYield 38%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 5-chlorosulfonyl-2-oxindole (3 g) and 3-aminopyridine (1.46 g) in pyridine (15 mL) was stirred at room temperature for overnight at which time the brown color solid was present. The precipitate was filtered, washed with ethanol and dried under vacuum to yield 1.4 g (38%) of 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid pyridin-3-ylamide.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ethanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-a448c9033e3b427486cb7abc44de8ab3
Source dataset
uspto-grants-2004_03
Patent number
US06706709B2

Reaction notes

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