Butylamine → N-butyl-5-fluoro-2-nitroaniline

HRID 901639

Reaktionsgleichung

Reaktionsgleichung von HRID 901639
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].CCN(CC)CC.[CH2:19]([NH2:23])[CH2:20][CH2:21][CH3:22]>CN(C=O)C>[CH2:19]([NH:23][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10])[CH2:20][CH2:21][CH3:22]

Komponenten

5

Edukt 3

HCID 8007ButylamineHCID 8471TriethylamineHCID 679672,4-Difluoronitrobenzene

Produkt 1

HCID 59566264N-butyl-5-fluoro-2-nitroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 2,4-difluoronitrobenzene (50 mmol), Et3N (100 mmol) and DMF (80 mL) was added dropwise a solution of n-butylamine (51 mmol) in DMF (20 mL) at rt, and the mixture was stirred at rt for 5 h. The reaction was quenched by cold H2O (100 mL), and the resulting mixture was extracted with EtOAc (4×100 mL). The combined EtOAc extracts were washed with brine (3×60 mL) and dried (anhydrous Na2SO4). The solvent was removed in vacuo to afford the desired 2-n-butylamino-4-fluoronitrobenzene which was used for further transformation.

Aufarbeitung

  1. customThe reaction was quenched by cold H2O (100 mL)
  2. extractionthe resulting mixture was extracted with EtOAc (4×100 mL)
  3. washThe combined EtOAc extracts were washed with brine (3×60 mL)
  4. dry with materialdried (anhydrous Na2SO4)
  5. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-86be9fa1e7da492d91b23a45982dc841
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07361678B2

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