水合肼 → 5-Nitroso-1,3-benzodioxole

HRID 327491

反应方程式

HRID 327491 反应方程式
[CH2:1]1[O:12][C:4]2[CH:5]=[C:6]([N+:9]([O-])=[O:10])[CH:7]=[CH:8][C:3]=2[O:2]1.O.NN>O1CCCC1.[Rh].O.O.O.O.O.O.O.[Fe](Cl)(Cl)Cl>[CH2:1]1[O:12][C:4]2[CH:5]=[C:6]([N:9]=[O:10])[CH:7]=[CH:8][C:3]=2[O:2]1

参与物

7

反应物 2

HCID 24654水合肼HCID 757981,2-亚甲基双氧-4-硝基苯

产物 1

HCID 190017645-Nitroso-1,3-benzodioxole

试剂、催化剂与溶剂 4

HCID 23948铑催化剂HCID 16211236三氯化铁(液体40%)催化剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂2 次HCID 8028四氢呋喃溶剂

实验过程

1,2-Methylenedioxy-4-nitrobenzene (8.3 g, 0.05 mol) was dissolved in tetrahydrofuran (150 ml) with rhodium on carbon catalyst (0.2 g) at 0° C. and was treated dropwise with hydrazine hydrate (2.8 g, 0.055 mol). On completion of the addition, the mixture was stirred for 1 hour and then filtered through a HYFLO (Trade Mark) filter. The resulting solution was added dropwise to a chilled, stirred solution of iron (III) chloride hexahydrate (27.5 g, 0.1 mol) in water (150 ml). On completion of the addition, water (220 ml) was added and the green precipitate was filtered off, washed with water and dried overnight under high vacuum. 1,2-Methylenedioxy-4-nitrosobenzene was obtained as a green solid (3.7 g, 50% yield) by column chromatography eluting on silica with dichloromethane. M.p. 90°-92° C. M+ (CI):152 (M+ +H)

后处理

  1. additionOn completion of the addition
  2. filtrationfiltered through a HYFLO (Trade Mark)
  3. filtrationfilter
  4. additionThe resulting solution was added dropwise to a chilled
  5. additionwas added
  6. filtrationthe green precipitate was filtered off
  7. washwashed with water
  8. customdried overnight under high vacuum

来源与证据

ORD记录
ord-e744e40c780d48928fee323323d0615a
来源数据集
uspto-grants-1993_12
专利号
US05273997

关联笔记

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