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

HRID 1790971Notes

Reaction equation

HRID 1790971 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-49d25400c31f48409a84e78483e89006
Source dataset
uspto-grants-2006_07
Patent number
US07071332B2

Reaction notes

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