Diphosgene → 4-Chloro-2-fluorophenyl isocyanate

HRID 846525

Reaktionsgleichung

Reaktionsgleichung von HRID 846525
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.Cl[C:11](OC(Cl)(Cl)Cl)=[O:12]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]=[C:11]=[O:12])=[C:4]([F:9])[CH:3]=1

Komponenten

4

Edukt 2

HCID 10426DiphosgeneHCID 938984-Chloro-2-fluoroaniline

Produkt 1

HCID 45582034-Chloro-2-fluorophenyl isocyanateAusbeute 97,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 20.0 grams (0.13 mole) of 4-chloro-2-fluoroaniline in 250 ml of toluene was added dropwise a solution of 17.2 ml (0.13 mole) of trichloromethyl chloroformate in 40 ml of toluene. Upon completion of addition the reaction mixture was heated to reflux where it stirred for 16 hours. The solvent was separated from the reaction mixture by distillation to yield 21.8 grams of 4-chloro-2-fluorophenyl isocyanate as an oil. The reaction was repeated several times.

Aufarbeitung

  1. additionUpon completion of addition the reaction mixture
  2. temperaturewas heated
  3. temperatureto reflux where it
  4. customThe solvent was separated from the reaction mixture by distillation

Quellen und Nachweise

ORD-Eintrag
ord-8100e6eb8a6942ee91490dd4284198b3
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05136868

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