Water → S-Methyl-S-(4-nitrophenyl)sulfoximine

HRID 1027850

반응식

HRID 1027850 반응식
[N-:1]=[N+]=[N-].[Na+].[CH3:5][S:6]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)=[O:7].S(=O)(=O)(O)O.O>C(Cl)Cl>[N+:14]([C:11]1[CH:10]=[CH:9][C:8]([S:6]([CH3:5])(=[NH:1])=[O:7])=[CH:13][CH:12]=1)([O-:16])=[O:15]

참가 물질

6

반응물 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 33557Sodium AzideHCID 3058821-(Methylsulfinyl)-4-nitrobenzene

생성물 1

HCID 12463933S-Methyl-S-(4-nitrophenyl)sulfoximine수율 63%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
45 °C

실험 절차

0.70 g (10.76 mmol) of sodium azide was added to 1.56 g (8.42 mmol) of 1-(methylsulfinyl)-4-nitrobenzene in 20 ml DCM. 2.3 ml concentrated sulfuric acid was slowly added to the mixture at 0° C. and it was then heated to 45° C. After 16 h the mixture was cooled to room temperature, and after adding water it was extracted with DCM. The aqueous phase was adjusted to pH 11 with 15% sodium hydroxide solution and extracted with DCM (2×). The combined organic phases were dried (Na2SO4), filtered and concentrated by evaporation. 1.08 g (5.39 mmol; yield: 63%) of the product was obtained.

후처리

  1. temperatureAfter 16 h the mixture was cooled to room temperature
  2. extractionwas extracted with DCM
  3. extractionextracted with DCM (2×)
  4. dry with materialThe combined organic phases were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation
  7. custom1.08 g (5.39 mmol; yield: 63%) of the product was obtained

출처 및 근거

ORD 기록
ord-b10c2abfd46341f98010011db5af47d9
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735412B2

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