반응 #609861

반응 방정식

trifluoromethanesulfonic anhydride

(4-nitrophenyl)methanesulfonamide

s-trioxane

trifluoromethanesulfonic acid

→

6-nitro-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide

수율 23.0%

용매

1,2-dichoroethane

dichloromethane

반응 조건

후처리

1. 1
   온도refluxed overnight
2. 2
   세척washed with water (100 mL) and brine (50 mL)
3. 3
   기타The solvents were evaporated
4. 4
   기타the residue was purified by Prep-HPLC

실험 절차

To a mixture of (4-nitrophenyl)methanesulfonamide (864 mg, 4.0 mmol) and s-trioxane (120 mg, 4.0 mmol) in 1,2-dichoroethane (10 mL) was added trifluoromethanesulfonic acid (1.5 mL), followed by the addition of trifluoromethanesulfonic anhydride (1.5 mL, 4.0 mmol). The reaction mixture was stirred at 35° C. for 2 hours and refluxed overnight. The mixture was then diluted with dichloromethane (100 mL) and washed with water (100 mL) and brine (50 mL). The solvents were evaporated and the residue was purified by Prep-HPLC to give 6-nitro-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide (210 mg, 23%) as a gray solid. MS (ES+) C8H8N2O4S requires: 228, found: 229 [M+H]+.

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