Hydrochloric Acid → (5-(1-Hydroxy-1-methyl-ethyl))-pyridine-2-sulfonic acid amide

HRID 1059705

Reaction equation

HRID 1059705 reaction equation
[K+].[CH:2]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH-:14])(=[O:13])=[O:12])=[N:9][CH:10]=1)([CH3:4])[CH3:3].[O-:15][Mn](=O)(=O)=O.[K+].Cl>O>[OH:15][C:2]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH2:14])(=[O:13])=[O:12])=[N:9][CH:10]=1)([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516875Potassium PermanganateHCID 1317209445-Isopropyl pyridine-2-sulfonamide potassium salt

Product 1

HCID 54360667(5-(1-Hydroxy-1-methyl-ethyl))-pyridine-2-sulfonic acid amide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5-isopropyl-pyridine-2-sulfonamide potassium salt (synthesis described in EP 799 209) in water (10 ml) were added 1.2 g of KMnO4 at RT and the mixture was then refluxed for 30 minutes. The mixture was cooled to RT, acidified with diluted HCl and the product was extracted into AcOEt. The organic layer was washed with water, dried over Na2SO4 and concentrated in vacuo to give (5-(1-hydroxy-1-methyl-ethyl))-pyridine-2-sulfonic acid amide as yellow oil. El mass spectrum, m/e 216 (M calculated for: C8H12N2O3S 216).

Workup

  1. temperaturethe mixture was then refluxed for 30 minutes
  2. extractionthe product was extracted into AcOEt
  3. washThe organic layer was washed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1e5674e319b44f52a4b76356230af6f2
Source dataset
uspto-grants-2003_02
Patent number
US06521631B2

Linked notes

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