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

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Reaction Steps

To a stirred solution of pyrazole (12 g, 176 mmol) in THF (200 mL) was added portionwise sodium hydride (50%, 8.46 g, 212 mmol) at 0° C. After 20 min, dimethylsulfamoyl chloride (17 mL, 157 mmol) was added dropwise, and the stirring was continued for 1 h at the same temperature. Then, the mixture was allowed to room temperature for 1 h. The mixture was poured into saturated aqueous NaHCO3 (400 mL) and extracted with EtOAc (400 mL), and the extract was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, silica gel, hexane to 50:50 hexane/EtOAc) to afford the title compound (25.3 g, 82%) as a colorless oil:

Provenance & Evidence