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

HRID 23919

반응식

HRID 23919 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[O:14]1[CH2:19]O[CH2:17][O:16][CH2:15]1.CS(O)(=O)=O>C(O)(=O)C.O>[N:13]1([S:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)(=[O:11])=[O:12])[CH2:17][O:16][CH2:15][O:14][CH2:19]1

참가 물질

6

반응물 3

HCID 6395Methanesulfonic AcidHCID 80811,3,5-TrioxaneHCID 227844-Nitrobenzenesulfonamide

생성물 1

HCID 220249211-(3,5-Dioxapiperidin-1-yl)sulphonyl-4-nitrobenzene수율 35%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
35 °C

실험 절차

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).

후처리

  1. temperatureThe mixture was cooled for 5 minutes
  2. additionwas added slowly
  3. temperaturecooled to 0° C.
  4. extractionextracted with ethyl acetate
  5. washThe combined extracts were washed twice with water and twice with 5% aqueous sodium hydrogen carbonate solution
  6. customdried
  7. customthe volatiles removed by evaporation
  8. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-8b51693c7334427b91306a3c319f4ad9
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855719B1

연결된 노트

불러오는 중…