Reaktion #4565

ord-67d46a104ad240b9a00c308bf07eb4cb

Reaktionsgleichung

Nc1ccc(F)c(Cl)c1
3-chloro-4-fluoroaniline
c1ccncc1
pyridine
O=C(Cl)CCl
2-chloroacetyl chloride
O=C(CCl)Nc1ccc(F)c(Cl)c1
N-(2-chloroacetyl)-3-chloro-4-fluoroaniline
Ausbeute 88.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe resulting solution was cooled to ca 0° C.
  2. 2
    workup.STIRRINGThe reaction mixture was stirred at room temperature for 5 hours
  3. 3
    Extraktionit was extracted twice with 100 ml
  4. 4
    TrocknenThe resulting toluene solution was dried
  5. 5
    Einengenit was concentrated in vacuo
  6. 6
    Sonstigeto give 32.6 g

Vorschrift

To 130 ml. of toluene was added, with stirring, 24.0 g. (0.165 mole) of 3-chloro-4-fluoroaniline and 13.5 ml. (0.166 mole) of pyridine. The resulting solution was cooled to ca 0° C. and 13.2 ml. (0.166 mole) of 2-chloroacetyl chloride was added. The reaction mixture was stirred at room temperature for 5 hours and then it was extracted twice with 100 ml. of 1N hydrochloric acid, followed by 100 ml. of saturated sodium chloride solution. The resulting toluene solution was dried using magnesium sulfate, and then it was concentrated in vacuo to give 32.6 g. (88% yield) of N-(2-chloroacetyl)-3-chloro-4-fluoroaniline.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725616uspto-grants-1988_02