Reacción #52197

Ecuación de reacción

4-Nitrobenzenesulphonamide

1,3,5-trioxane

methanesulphonic acid

→

title compound

Rendimiento 35.0%

1-(3,5-Dioxapiperidin-1-yl)sulphonyl-4-nitrobenzene

Rendimiento 35.0%

Disolventes

acetic acid

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was cooled for 5 minutes
2. 2
   workup.ADDITIONwas added slowly
3. 3
   Temperaturacooled to 0° C.
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe combined extracts were washed twice with water and twice with 5% aqueous sodium hydrogen carbonate solution
6. 6
   Otrodried
7. 7
   Otrothe volatiles removed by evaporation
8. 8
   OtroThe residue was recrystallized from ethanol

Procedimiento

4-Nitrobenzenesulphonamide (2.02 g, 10 mmol) was added to a solution of 1,3,5-trioxane (1.96 g, 20 mmol) in acetic acid (5 ml). The mixture was cooled for 5 minutes ated methanesulphonic acid (10 ml) was added slowly. The mixture was then stirred at 35° C. for 20 minutes, cooled to 0° C., diluted with water and extracted with ethyl acetate. The combined extracts were washed twice with water and twice with 5% aqueous sodium hydrogen carbonate solution, then dried and the volatiles removed by evaporation. The residue was recrystallized from ethanol to give the title compound (955 mg, 35%). NMR: 4.87 (s, 2H), 5.30 (s, 4H), 8.20 (d, 2H), 8.42 (d, 2H).

Fuente