Water → 5,7-Dimethyl-6-(nitromethylsulphonyl)thiachroman-1,1-dioxide

HRID 2081811노트

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HRID 2081811 반응식
C(OO)(=[O:3])C.[CH3:6][C:7]1[C:16]([S:17][CH2:18][N+:19]([O-:21])=[O:20])=[C:15]([CH3:22])[CH:14]=[C:13]2[C:8]=1[CH2:9][CH2:10][CH2:11]S2.S([S:27]([O-:29])=[O:28])([O-])(=O)=O.[Na+].[Na+].[OH2:32]>C(O)(=O)C.C(Cl)(Cl)Cl>[CH3:6][C:7]1[C:16]([S:17]([CH2:18][N+:19]([O-:21])=[O:20])(=[O:3])=[O:32])=[C:15]([CH3:22])[CH:14]=[C:13]2[C:8]=1[CH2:9][CH2:10][CH2:11][S:27]2(=[O:28])=[O:29]

참가 물질

7

반응물 4

HCID 962WaterHCID 6585Peracetic Acid2회HCID 656671Sodium PyrosulfiteHCID 570022415,7-Dimethyl-6-(nitromethylthio)thiachroman

생성물 1

HCID 678275245,7-Dimethyl-6-(nitromethylsulphonyl)thiachroman-1,1-dioxide수율 47%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6212Chloroform용매

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온도
60 °C

실험 절차

A 35% w/v solution of peracetic acid in acetic acid (3.2 ml) was added in a slow stream to a stirred solution of 5,7-dimethyl-6-(nitromethylthio)thiachroman (500 mg, 1.86 mM) in chloroform (25 ml). The solution was then stirred and heated at 60° C. Two further quantities of 35% w/v peracetic acid solution (3.2 ml) were added after 2 hours and 3.5 hours, respectively. After 7.5 hours, the reaction mixture was cooled and a solution of sodium metabisulphite (5 g) in water (50 ml) was added slowly with further cooling. The organic layer was separated and the aqueous layer extracted with chloroform. The combined extracts were dried (Na2SO4) and evaporated. The white solid obtained was recrystallised from toluene to give 5,7-dimethyl-6-(nitromethylsulphonyl)thiachroman-1,1-dioxide (290 mg, 47% yield), m.p. 168°-170° C.; NMR: (d6 -DMSO): 2.38(2H,m), 2.56(3H,s), 2.65(3H,s), 2.91(2 H,t), 3.55(2H,m), 6.65(2H,s), 7.79(1H,s); microanalysis, found: C,43.3; H,4.1; N,4.1%; C12H15NO6S2 requires: C,43.2; H,4.5; N,4.2%.

후처리

  1. additionwere added after 2 hours and 3.5 hours
  2. temperaturethe reaction mixture was cooled
  3. customThe organic layer was separated
  4. extractionthe aqueous layer extracted with chloroform
  5. dry with materialThe combined extracts were dried (Na2SO4)
  6. customevaporated
  7. customThe white solid obtained
  8. customwas recrystallised from toluene

출처 및 근거

ORD 기록
ord-a27c45b85b314295a943e569c2ebd66b
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05185452

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