Fuming sulfuric acid → Ethyl(imino)(4-nitrophenyl)-_6-sulfanone

HRID 1027857ノート

反応式

HRID 1027857 の反応式
OS(O)(=O)=O.O=S(=O)=O.[CH2:10]([S:12]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)=[O:13])[CH3:11].[N-:23]=[N+]=[N-].[Na+].C(=O)([O-])O.[Na+]>>[CH2:10]([S:12]([C:14]1[CH:15]=[CH:16][C:17]([N+:20]([O-:22])=[O:21])=[CH:18][CH:19]=1)(=[NH:23])=[O:13])[CH3:11]

参加物

5

反応物 4

HCID 24681Fuming sulfuric acidHCID 33557Sodium AzideHCID 2791461-(Ethylsulfinyl)-4-nitrobenzeneHCID 516892Sodium Bicarbonate

生成物 1

HCID 59550863Ethyl(imino)(4-nitrophenyl)-_6-sulfanone収率 89%

反応条件

温度
45 °C

実験手順

30.5 ml of oleum (20% SO3) was added carefully, on an ice bath, to 6.00 g (30.12 mmol) of (RS)-1-ethylsulfinyl-4-nitrobenzene. Then, under argon, 2.35 g (36.14 mmol) of sodium azide was added carefully, in portions and with stirring, and the mixture was then heated to 45° C. After 6 hours the mixture was cooled to room temperature and carefully poured onto ice. The mixture was alkalized with sodium hydrogencarbonate and was extracted with ethyl acetate (2×). The combined organic phases were dried (Na2SO4), filtered and concentrated by evaporation. 5.74 g (26.79 mmol; yield: 89%) of the product was obtained.

後処理

  1. temperatureAfter 6 hours the mixture was cooled to room temperature
  2. additioncarefully poured onto ice
  3. extractionwas extracted with ethyl acetate (2×)
  4. dry with materialThe combined organic phases were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation
  7. custom5.74 g (26.79 mmol; yield: 89%) of the product was obtained

出典と根拠

ORDレコード
ord-e5ab2fe563a6422eaa442681c1eb7524
出典データセット
uspto-grants-2014_05
特許番号
US08735412B2

反応ノート

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