Ethanol → N-(4-cyanophenyl)-4-amino-3-nitropyridine

HRID 892759

Reaktionsgleichung

Reaktionsgleichung von HRID 892759
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)#[N:2].Cl[C:11]1C=C[N:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18].[CH2:20](O)[CH3:21]>>[C:1]([C:3]1[CH:9]=[CH:8][C:6]([N:7]2[CH:21]=[CH:20][C:13]([NH2:14])=[C:12]([N+:17]([O-:19])=[O:18])[CH2:11]2)=[CH:5][CH:4]=1)#[N:2]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 133964-AminobenzonitrileHCID 27357814-Chloro-3-nitropyridine

Produkt 1

HCID 19791284N-(4-cyanophenyl)-4-amino-3-nitropyridine

Versuchsvorschrift

According to the method of J.C.S. Perkin Trans. I, 1979, 135, p-cyanoaniline (6.894 g, 58.4 mmol) was added to a solution of 4-chloro-3-nitropyridine (9.26 g, 58.4 mmol) in ethanol (200 ml) and the mixture was stirred at room temperature for 18 hours. The resulting yellow suspension was poured into 500 ml of ice-cold dilute ammonia and filtered. The solid was treated with 150 ml of boiling ethanol, cooled in ice, and filtered to give N-(4-cyanophenyl)-4-amino-3-nitropyridine, 12.15 g, as a bright yellow powder, m.p. 210°-211° C.

Aufarbeitung

  1. filtrationfiltered
  2. additionThe solid was treated with 150 ml of boiling ethanol
  3. temperaturecooled in ice
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-311d6e67ac3c48c49b38f8bacf7171dc
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05120747

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