Ethanol → 3-Bromo-5-fluoro-2-iodoaniline

HRID 375222

Reaktionsgleichung

Reaktionsgleichung von HRID 375222
[I:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-])=O.O.O.[Sn](Cl)Cl.C(O)C.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[I:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[NH2:10]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 194297701-Bromo-5-fluoro-2-iodo-3-nitrobenzene

Produkt 1

HCID 194297943-Bromo-5-fluoro-2-iodoanilineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Treat 1-iodo-2-nitro-4-fluoro-6-bromobenzene (5.0 g, 14.46 mmol) with tin (II) chloride dihydrate (12 g, 58 mmol) in refluxing ethanol (150 mL). Stir at reflux for 24 hours, pour into a mixture of ethyl acetate (200 mL) and saturated sodium hydrogen carbonate (500 mL). Filter and wash the filtrate with saturated sodium hydrogen carbonate (200 mL) and water (200 mL). Dry (MgSO4), evaporate the solvent in vacuo and purify by silica gel chromatography to give the title compound as an off-white solid (3.45 g, 76%).

Aufarbeitung

  1. temperatureat reflux for 24 hours
  2. filtrationFilter
  3. washwash the filtrate with saturated sodium hydrogen carbonate (200 mL) and water (200 mL)
  4. dry with materialDry (MgSO4)
  5. customevaporate the solvent in vacuo
  6. custompurify by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c30450a0f19a4e75a7a579bb0a4419a3
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05484814

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