Reaktion #467739

ord-3ad97d54103345e385dcb1e56a80109c

Reaktionsgleichung

CNc1ccccc1
N-methylaniline
O=S(=O)(Cl)c1ccccc1C(F)(F)F
2-trifluoromethylbenzene-sulfonyl chloride
[Na+].[OH-]
sodium hydroxide
CN(c1ccccc1)S(=O)(=O)c1ccccc1C(F)(F)F
2-trifluoromethyl-N-methylbenzene-sulfonanilide
Ausbeute 96.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGwith stirring until the solution

Vorschrift

To 0.88 g (˜0.01 mole) of freshly prepared N-methylaniline (b.p. 196° C.) is added 2.0 g (˜0.01 mole) of 2-trifluoromethylbenzene-sulfonyl chloride (98 w/w %). The mixture is stirred until hot. Ten percent sodium hydroxide is then added dropwise with stirring until the solution is slightly alkaline. The 2-trifluoromethyl-N-methylbenzene-sulfonanilide is formed as a viscous light brown liquid. It is next washed with water several times until the wash water is neutral to litmus paper, and the viscous light brown liquid is extracted with ether. The ether layer is dried over magnesium sulfate, filtered and the solvent removed by evaporation. The yield of light brown oil is 2.5 g (96% yield). 1H NMR (deuterioacetone): δ 7.8.2 (m, 9 ArH), 3.2 (s, 3H, N—CH3)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06303630B1uspto-grants-2001_10