Water → 6-Chloro-N-ethyl-3-nitropyridin-2-amine

HRID 2229304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2229304
[CH2:1]([NH2:3])[CH3:2].Cl[C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([Cl:14])[N:6]=1.O.CCOC(C)=O>C1(C)C=CC=CC=1>[Cl:14][C:7]1[N:6]=[C:5]([NH:3][CH2:1][CH3:2])[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6341EthylamineHCID 8857Ethyl AcetateHCID 852392,6-Dichloro-3-nitropyridine

Produkt 1

HCID 107267696-Chloro-N-ethyl-3-nitropyridin-2-amineAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

An ice-cold solution of EtNH2 (49.8 g, 1.10 mol) in toluene (200 mL) was added over 15 min to an ice-cold solution of 2,6-dichloro-3-nitropyridine (100.0 g, 0.52 mol) in toluene (225 mL). The mixture was stirred at 0° C. for 45 min. Water (500 mL) and EtOAc (500 mL) were added and the phases were separated. The organic layer was successively washed with water (200 mL) and brine (200 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residual solid was recrystallised from MeOH to give the title compound (83.7 g, 80% yield) as yellow needles.

Aufarbeitung

  1. customthe phases were separated
  2. washThe organic layer was successively washed with water (200 mL) and brine (200 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residual solid was recrystallised from MeOH

Quellen und Nachweise

ORD-Eintrag
ord-b7a259db5f014ce68be845f972306556
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06420359B1

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