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

HRID 6355

Reaktionsgleichung

Reaktionsgleichung von HRID 6355
[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-2bc83680343e4dc3bafc2ceb0ba1db4f
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05248681

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