Reaktion #816434

Reaktionsgleichung

HCl

Potassium tert-butoxide

N-ethyl-1-[4-(trifluoromethyl)phenyl]methanesulfonamide

diethyl oxalate

→

title compound

Ausbeute 81.6%

2-Ethyl-4-hydroxy-5-[4-(trifluoromethyl)phenyl]isothiazol-3(2H)-one 1,1-dioxide

Ausbeute 81.6%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIt was evaporated
2. 2
   Extraktionthe residue was extracted with DCM
3. 3
   SonstigeThe organic layer was dried
4. 4
   Sonstigeevaporated

Vorschrift

Potassium tert-butoxide (0.309 g, 1.83 mmol) was added to a solution of N-ethyl-1-[4-(trifluoromethyl)phenyl]methanesulfonamide (0.49 g, 1.83 mmol) and diethyl oxalate (0.322 g, 2.20 mmol) in THF (4 mL) at 0° C. The mixture was heated in a microwave reactor at 150° C. for 10 mins. HCl (1M, 2 mL) was added dropwise to the mixture at 0° C. It was evaporated and the residue was extracted with DCM. The organic layer was dried and evaporated to give the title compound (0.480 g, 81%) as a solid; 1H NMR (500 MHz, CDCl3): δ 8.05 (d, 2H), 7.77 (d, 2H), 3.87 (q, 2H), 1.49 (t, 3H); Mass Spectrum: M−H+ 320.

Quelle