Triethylamine → N,N-dimethyl-3-(trifluoromethyl)-1H-pyrazole-1-sulfonamide

To a solution of 3-trifluoromethylpyrazole (5.0 g, 36 mmol), triethylamine (7.0 mL, 50 mmol) in dichloromethane (40 mL) was added N,N-dimethylsulfamoyl chloride (5.5 mL, 51 mmol) and the reaction mixture was warmed to reflux for 2 days. The reaction mixture was cooled to ambient temperature and filtered through a pad of silica gel using dichloromethane as an eluent. The resulting solution was then concentrated under reduced pressure to give an amber residue. The residue was dissolved in diethyl ether and washed with water. The extract was then dried over MgSO4 and concentrated under reduced pressure giving 8.71 g of the title compound. This compound was of sufficient purity to use in subsequent reactions.

1. temperaturethe reaction mixture was warmed
2. temperatureto reflux for 2 days
3. filtrationfiltered through a pad of silica gel
4. concentrationThe resulting solution was then concentrated under reduced pressure
5. customto give an amber residue
6. washwashed with water
7. dry with materialThe extract was then dried over MgSO4
8. concentrationconcentrated under reduced pressure

ORD record

ord-74f3d489e48946359fd7a21fe4626a02

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08586611B2