Sulfuric Acid → S-Methyl-S-(4-nitrophenyl)sulfoximine

HRID 1169709

반응식

HRID 1169709 반응식
[CH3:1][S:2]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)=[O:3].[N-:13]=[N+]=[N-].[Na+].S(=O)(=O)(O)O>C(Cl)(Cl)Cl>[N+:10]([C:7]1[CH:6]=[CH:5][C:4]([S:2]([CH3:1])(=[NH:13])=[O:3])=[CH:9][CH:8]=1)([O-:12])=[O:11]

참가 물질

5

반응물 3

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

생성물 1

HCID 12463933S-Methyl-S-(4-nitrophenyl)sulfoximine

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
45 °C

실험 절차

23.65 g (127.7 mmol) (RS)-1-(methylsulphinyl)-4-nitrobenzene in 130 ml chloroform are treated with 9.32 g (143.4 mmol) sodium azide. The mixture is slowly treated with 32.4 ml of concentrated sulphuric acid at 0° C. and then slowly heated to 45° C. After 16 hrs, the mixture is cooled to room temperature, treated with ice-water and extracted with chloroform. This organic phase is discarded. The aqueous phase is basified with 2N NaOH solution and extracted with DCM. The combined organic phases are washed with saturated NaCl solution, dried (Na2SO4), filtered and concentrated. 17.17 g (88.4 mmol, corresponding to 63% of theor.) of the product is obtained.

후처리

  1. temperaturethe mixture is cooled to room temperature
  2. extractionextracted with chloroform
  3. extractionextracted with DCM
  4. washThe combined organic phases are washed with saturated NaCl solution
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custom17.17 g (88.4 mmol, corresponding to 63% of theor.) of the product is obtained

출처 및 근거

ORD 기록
ord-1b93466d0c6b44a3b46bc73322c686a6
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825128B2

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