P-Anisidine → 2-(4-(4-Methoxyphenylamino)-3-nitrophenyl)benzoxazole

HRID 74175

Reaktionsgleichung

Reaktionsgleichung von HRID 74175
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])O.[Na+].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=1>C(O)C>[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:9][C:10]4[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=4[N:12]=3)=[CH:4][C:3]=2[N+:17]([O-:19])=[O:18])=[CH:29][CH:28]=1

Komponenten

5

Edukt 3

HCID 7732P-AnisidineHCID 516892Sodium BicarbonateHCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazole

Produkt 1

HCID 674982092-(4-(4-Methoxyphenylamino)-3-nitrophenyl)benzoxazoleAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (300 mg, 1.19 mmol) in ethanol (5 mL) was added sodium hydrogen carbonate (295 mg, 2.32 mmol) and p-anisidine (357 mg, 2.90 mmol), and this was heated to reflux with stirring for 4 hours. After the reaction was complete, this was cooled to room temperature, the precipitated crystals were filtered off, and after washing with water and ethanol the crystals were dried to yield the title compound (359 mg, 86% yield) as orange crystals.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux
  3. filtrationthe precipitated crystals were filtered off
  4. washafter washing with water and ethanol the crystals
  5. customwere dried

Quellen und Nachweise

ORD-Eintrag
ord-971270a2eab341f2963d927eae88f57b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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