Réaction #74648

Équation de réaction

HCl

2-iodo-4-(trifluoromethoxy)phenol

potassium carbonate

3-cyano-4-fluoro-N-[1,2,4]thiadiazol-5-yl-benzenesulfonamide

→

title compound

3-cyano-N-(1,2,4-thiadiazol-5-yl)-4-[2-iodo-4-(trifluoromethoxy)phenoxy]benzenesulfonamide

Solvants

ethyl acetate

Dimethylsulfoxide

Conditions de réaction

Traitement

1. 1
   AutreThe organic layer was collected
2. 2
   Lavagewashed with brine (20 mL)
3. 3
   Séchagedried over sodium sulphate
4. 4
   Concentrationconcentrated in vacuo
5. 5
   AutreThe residue was triturated in dichloromethane
6. 6
   Filtrationfiltered

Mode opératoire

To a suspension of 2-iodo-4-(trifluoromethoxy)phenol (Preparation 226, 600 mg, 1.97 mmol) and potassium carbonate (1125 mg, 8.14 mmol) in Dimethylsulfoxide (10 mL) was added 3-cyano-4-fluoro-N-[1,2,4]thiadiazol-5-yl-benzenesulfonamide (Preparation 65). The reaction was heated to 80° C. under N2 for 7 hours before the addition of ethyl acetate (20 mL) and 3M aqueous HCl solution (30 mL). The organic layer was collected, washed with brine (20 mL), dried over sodium sulphate and concentrated in vacuo. The residue was triturated in dichloromethane and filtered to afford 965 mg of the title compound.

Source