N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide → 4-Amino-2-fluoro-3-methylbenzonitrile

HRID 751148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 751148
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9]C(=O)C)=[C:5]([CH3:13])[C:4]=1[F:14])#[N:2]>Cl.CCO>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:14])[C:5]=1[CH3:13]

Komponenten

3

Edukt 1

HCID 68454968N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide

Produkt 1

HCID 450786764-Amino-2-fluoro-3-methylbenzonitrileAusbeute 96,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21887872Ethanol hydrochlorideLösungsmittel

Versuchsvorschrift

N-(4-cyano-3-fluoro-2-methyl-phenyl)-acetamide (72C) (450 mg, 2.34 mmol) was dissolved in 1:1 conc. HCl/EtOH (20 mL,) and the mixture was refluxed for 1 h. The reaction was cooled to rt and concentrated. The residue was dissolved in EtOAc (30 mL), washed with sat. aq. NaHCO3 and brine, dried (MgSO4), filtered and concentrated. The residue was recrystallized from EtOAc/Hexane to provide the title compound (340 mg). LC/MS: m/z 151 [M+H]+

Aufarbeitung

  1. temperaturethe mixture was refluxed for 1 h
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc (30 mL)
  4. washwashed with sat. aq. NaHCO3 and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was recrystallized from EtOAc/Hexane

Quellen und Nachweise

ORD-Eintrag
ord-d2af42592c7c48aeba251318710da180
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405234B2

Notizen zur Reaktion

Wird geladen…