Hydrazine hydrate (1:1) → 5-Nitroso-1,3-benzodioxole

HRID 327491

反応式

HRID 327491 の反応式
[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

参加物

7

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 757981,3-Benzodioxole, 5-nitro-

生成物 1

HCID 190017645-Nitroso-1,3-benzodioxole

試薬・触媒・溶媒 4

HCID 23948Rhodium触媒HCID 16211236Trichloroiron;hexahydrate触媒HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-e744e40c780d48928fee323323d0615a
出典データセット
uspto-grants-1993_12
特許番号
US05273997

関連ノート

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