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

HRID 1169709ノート

反応式

HRID 1169709 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1b93466d0c6b44a3b46bc73322c686a6
出典データセット
uspto-grants-2010_11
特許番号
US07825128B2

反応ノート

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