Réaction #480747

Équation de réaction

water

2-phenylethanesulfonamide

acetic acid

trioxane

→

title compound

1,2,4,5-tetrahydro-3,2-benzothiazepine-3,3-dioxide

Solvants

methanesulfonic acid

trifluoroacetic acid

Conditions de réaction

Traitement

1. 1
   Extractionwas extracted with chloroform
2. 2
   LavageThe organic layer was washed with water
3. 3
   Séchagea saturated aqueous solution of sodium bicarbonate, dried over anhydrous sodium sulfate
4. 4
   Concentrationwas concentrated
5. 5
   AutreThe residue was purified by column chromatography on silica gel (chloroform:methanol=100:1)

Mode opératoire

To a solution of 2-phenylethanesulfonamide (3.62 g) in methanesulfonic acid (20 ml)-acetic acid (5 ml) was added a solution of trioxane (582 mg) in trifluoroacetic acid (3 ml)and the mixture was stirred for 3 hours at 35° C. To the reaction mixture was added water and was extracted with chloroform. The organic layer was washed with water and a saturated aqueous solution of sodium bicarbonate, dried over anhydrous sodium sulfate and was concentrated. The residue was purified by column chromatography on silica gel (chloroform:methanol=100:1) to give the title compound (1.78 g) having the following physical data.

Source