Hydrogen Peroxide → 4-(Oxiran-2-yl)benzene-1-sulfonamide

HRID 23675

反应方程式

HRID 23675 反应方程式
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH2:12])(=[O:11])=[O:10])=[CH:5][CH:4]=1.C(=O)([O-])[OH:14].[NH4+].OO>C(#N)C.O>[O:14]1[CH2:1][CH:2]1[C:3]1[CH:4]=[CH:5][C:6]([S:9]([NH2:12])(=[O:11])=[O:10])=[CH:7][CH:8]=1

参与物

5

反应物 3

HCID 784Hydrogen Peroxide2 次HCID 14013碳酸氢铵HCID 2809354-乙烯基苯磺酰胺2 次

产物 1

HCID 225742834-(Oxiran-2-yl)benzene-1-sulfonamide收率 26,100.9%

试剂、催化剂与溶剂 1

HCID 18373917Acetonitrile--water (1/1)溶剂

实验过程

To a suspension of 4-sulfonamidostyrene (1.83 g, 0.01 mmol) and ammonium hydrogencarbonate (1.6 g, 0.02 mol) in acetonitrile/water (60 mL/30 mL) was added hydrogen peroxide (30% solution, 10 mL, 0.09). The mixture was kept in dark without stirring for 72 hours during which two portion of hydrogen peroxide (5 mL each) were introduced slowly. While HPLC showed all of the starting 4-sulfonamidostyrene was consumed, sodium thiosulfate solution (10%, 60 mL) was added slowly and stirred for 15 minutes. The mixture was extracted with dichloromethane (3×80 mL). The organic phases were combined, washed with brine and dried over magnesium sulfate. The solution was concentrated to give the crude title compound (0.52 g) as an oil.

后处理

  1. additionwere introduced slowly
  2. customwas consumed
  3. additionsodium thiosulfate solution (10%, 60 mL) was added slowly
  4. extractionThe mixture was extracted with dichloromethane (3×80 mL)
  5. washwashed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationThe solution was concentrated

来源与证据

ORD记录
ord-54ff2e7e93da4edfaaa45a41cc0e4417
来源数据集
uspto-grants-2005_02
专利号
US06852731B2

关联笔记

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