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

HRID 2427022Notes

Reaction equation

HRID 2427022 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.C1(C)C=CC=CC=1.[CH3:13][N:14]([CH3:19])[S:15](Cl)(=[O:17])=[O:16]>C(N(CC)CC)C>[CH3:13][N:14]([CH3:19])[S:15]([N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 1140TolueneHCID 83372Dimethylsulphamoyl chloride

Product 1

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

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of 15 g of pyrazole and 200 ml of toluene was added dropwise 23.7 ml of dimethylsulfamoyl chloride at room temperature. Then, 40 ml of triethylamine was added to the mixture, and the mixture was stirred at room temperature for 18 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 17.6 g of N,N-dimethyl-1H-pyrazole-1-sulfonamide of the formula:

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7beb62e6a889404b820f91e0fe402341
Source dataset
uspto-grants-2011_06
Patent number
US07968573B2

Reaction notes

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