Triethylamine → N-(2-Chloro-4-methylphenyl)methanesulfonamide

A solution of 2-chloro-4-methylaniline (5.00 g) and triethylamine (3.57 g) in dichloromethane (100 ml) was cooled to 0° C. Methanesulphonyl chloride (4.04 g) was added dropwise and the mixture stirred at ambient temperature overnight. The mixture was then washed with 2N aqueous hydrochloric acid solution (50 ml) and the solvent removed by evaporation. The residue was dissolved in ethyl acetate (75 ml) extracted with 2N aqueous sodium hydroxide solution (2×50 ml). The aqueous phase was acidified with 2N aqueous hydrochloric acid solution and extracted with ethyl acetate (2×75 ml). This was subsequently dried (MgSO4) and the solvent evaporated. Thus was obtained N-(2-chloro-4-methylphenyl)methanesulphonamide (2.5 g, 32%).

1. washThe mixture was then washed with 2N aqueous hydrochloric acid solution (50 ml)
2. customthe solvent removed by evaporation
3. dissolutionThe residue was dissolved in ethyl acetate (75 ml)
4. extractionextracted with 2N aqueous sodium hydroxide solution (2×50 ml)
5. extractionextracted with ethyl acetate (2×75 ml)
6. dry with materialThis was subsequently dried (MgSO4)
7. customthe solvent evaporated

ORD-Eintrag

ord-dfd64456c910468787f6be0c21d6fbdc

Quelldatensatz

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05236948