Ammonia → pyridine-3-sulfonamide

HRID 1186434Notes

Reaction equation

HRID 1186434 reaction equation
[NH3:1].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:3]=1.[Cl-].[NH4+]>C(OCC)(=O)C>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([NH2:1])(=[O:10])=[O:9])[CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 3164136Pyridine-3-sulfonyl chloride

Product 1

HCID 232710pyridine-3-sulfonamideYield 58%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 25% aqueous ammonia solution (2 mL) was added to pyridine-3-sulfonyl chloride (300 mg, 1.7 mmol) and the mixture was stirred at room temperature for 2 hours. Then, a saturated aqueous ammonium chloride solution was added to the reaction mixture, and extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure and thereby Compound FA (154 mg, yield: 58%) was obtained.

Workup

  1. washby washing with brine
  2. dry with materialdrying over anhydrous magnesium sulfate
  3. customThe solvent was evaporated off under reduced pressure
  4. customCompound FA (154 mg, yield: 58%) was obtained

Sources & evidence

ORD record
ord-5dff1f18bc794f3caa6373d95094fb49
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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