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

HRID 1815271Notes

Reaction equation

HRID 1815271 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 overnight at which time a brown solid was present. The solid 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 solid was filtered
  2. washwashed with ethanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-952b9b0c31de4cfea6015e48bb36b4ee
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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