Dimethylamine → 6-chloro-N,N-dimethylpyridine-3-sulfonamide

HRID 527943Notes

Reaction equation

HRID 527943 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][NH:13][CH3:14].CCN(CC)CC>C1COCC1.CCOC(C)=O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([S:8]([N:13]([CH3:14])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 27927922-Chloro-5-pyridinesulfonyl chloride

Product 1

HCID 47298556-chloro-N,N-dimethylpyridine-3-sulfonamideYield 95%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 6-chloropyridine-3-sulfonyl chloride (1 mmol), dimethylamine (2 mmol) and Et3N (2 mmol) in THF (2 mL) was stirred at room temperature for 30 minutes. The mixture was diluted with EtOAc, washed with brine, dried, filtered, and concentrated to give the title compound in 95% yield.

Workup

  1. washwashed with brine
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-995e599984434e7b8d9b88497122cb76
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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