Sodium Carbonate → 4-Pyridinamine, N-[(4-fluorophenyl)methyl]-3-nitro-

HRID 1988830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988830
C(=O)([O-])[O-].[Na+].[Na+].[F:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=1.Cl[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][C:18]=1[N+:23]([O-:25])=[O:24]>CN(C)C=O.O.C(OCC)(=O)C>[F:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][NH:13][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][C:18]=2[N+:23]([O-:25])=[O:24])=[CH:10][CH:9]=1

Komponenten

7

Edukt 3

HCID 10340Sodium CarbonateHCID 673264-FluorobenzylamineHCID 27357814-Chloro-3-nitropyridine

Produkt 1

HCID 103997124-Pyridinamine, N-[(4-fluorophenyl)methyl]-3-nitro-Ausbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Sodium carbonate (3.20 g, 30.27 mmol) and 4-fluorobenzylamine (2.14 ml, 18.92 mmol) were added to a solution of 4-chloro-3-nitropyridine (3.0 g, 18.92 mmol) prepared in Step 1 of Preparation 1 in 30 ml of anhydrous N,N-dimethylformamide and then the reaction mixture was stirred for 1 hour at 80° C. The reaction mixture was diluted with a mixture of water (10 ml) and ethyl acetate (100 ml) and then washed with water (100 ml) twice. The separated organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure to give the titled compound as a yellow solid (3.01 g, 83.5%).

Aufarbeitung

  1. washwashed with water (100 ml) twice
  2. dry with materialThe separated organic layer was dried on anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-26725cde66844f91a0bace72979314be
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07642269B2

Notizen zur Reaktion

Wird geladen…