Pyrazole → N,N-dimethyl-1H-pyrazole-1-sulfonamide

HRID 1526299Notes

Reaction equation

HRID 1526299 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[CH3:6][N:7]([CH3:12])[S:8](Cl)(=[O:10])=[O:9].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:6][N:7]([CH3:12])[S:8]([N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chloride

Product 1

HCID 10954038N,N-dimethyl-1H-pyrazole-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1H-pyrazole (5.00 g) in toluene (67.0 mL) were added dimethylsulfamoyl chloride (7.89 mL) and triethylamine (13.3 mL) at room temperature, and the reaction mixture was stirred at room temperature for 18 hr. The resulting solid was removed by filtration, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6.24 g).

Workup

  1. customThe resulting solid was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b101551149bc4261baf46403bc5b536b
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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