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

HRID 327491

반응식

HRID 327491 반응식
[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

참가 물질

7

반응물 2

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

생성물 1

HCID 190017645-Nitroso-1,3-benzodioxole

시약·촉매·용매 4

HCID 23948Rhodium촉매HCID 16211236Trichloroiron;hexahydrate촉매HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-e744e40c780d48928fee323323d0615a
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273997

연결된 노트

불러오는 중…