Ammonia → 3-Fluoro-2-nitroaniline

HRID 475224Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 475224
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](F)[C:3]=1[N+:9]([O-:11])=[O:10].[NH3:12]>CCO>[F:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([NH2:12])[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 879221,3-Difluoro-2-nitrobenzene

Produkt 1

HCID 27828343-Fluoro-2-nitroanilineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of 1,3-difluoro-2-nitro-benzene (30 g, 0.188 moles) in EtOH (300 mL) was added 25% aq. ammonia solution (300 mL) and the resulting mixture was heated to 75° C. for 16 h then cooled and concentrated in vacuo. The residue was dissolved in EtOAc, washed with water and brine solution, dried (Na2SO4), filtered and concentrated to afford 25 g (85%) of 3-fluoro-2-nitro-phenylamine (138) as a brown solid which was used without any further purification.

Aufarbeitung

  1. temperaturethen cooled
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with water and brine solution
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c5cc3d9576ed4eea843772b00f798f04
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637537B2

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