Potassium Carbonate → 2-[3-[(E)-2-(5-bromopyridin-3-yl)vinyl]phenylamino]-3-nitropyridine

HRID 1953406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1953406
[NH2:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:11]=[N:12][CH:13]=[C:14]([Br:16])[CH:15]=2)[CH:5]=[CH:6][CH:7]=1.Cl[C:18]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Br:16][C:14]1[CH:15]=[C:10](/[CH:9]=[CH:8]/[C:4]2[CH:3]=[C:2]([NH:1][C:18]3[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:7]=[CH:6][CH:5]=2)[CH:11]=[N:12][CH:13]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 796132-Chloro-3-nitropyridineHCID 232980903-[(E)-2-(3-aminophenyl)vinyl]-5-bromopyridine

Produkt 1

HCID 232980802-[3-[(E)-2-(5-bromopyridin-3-yl)vinyl]phenylamino]-3-nitropyridineAusbeute 32,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 3-[(E)-2-(3-aminophenyl)vinyl]-5-bromopyridine (3.5 g), 2-chloro-3-nitropyridine (2.22 g) and potassium carbonate (2.64 g) in 1,4-dioxane (30 ml) was stirred under reflux for 22 hours. The mixture was filtered and the filtrate was concentrated. The resultant solid was washed with ethanol to give 2-[3-[(E)-2-(5-bromo pyridin-3-yl)vinyl]phenylamino]-3-nitropyridine (1.63 g).

Aufarbeitung

  1. temperatureunder reflux for 22 hours
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. washThe resultant solid was washed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-3bbdde44f9b74d4c8d5e339989e2de7e
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06117875

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