Diphosgene → 2-Chloro-4-fluoro-5-isocyanatophenyl methyl carbonate

HRID 1199601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1199601
Cl[C:2](OC(Cl)(Cl)Cl)=[O:3].[F:9][C:10]1[CH:16]=[C:15]([Cl:17])[C:14]([O:18][C:19]([O:21][CH3:22])=[O:20])=[CH:13][C:11]=1[NH2:12]>C(OCC)(=O)C>[F:9][C:10]1[CH:16]=[C:15]([Cl:17])[C:14]([O:18][C:19]([O:21][CH3:22])=[O:20])=[CH:13][C:11]=1[N:12]=[C:2]=[O:3]

Komponenten

4

Edukt 2

HCID 10426DiphosgeneHCID 107989305-Amino-2-chloro-4-fluorophenyl methyl carbonate

Produkt 1

HCID 143708702-Chloro-4-fluoro-5-isocyanatophenyl methyl carbonateAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of trichloromethyl chloroformate (19 ml, 158 mmol) in ethyl acetate (200 ml) was charged into a 500 ml-three neck flask equipped with a dropping funnel and a distillation apparatus and a solution of 2-fluoro-4-chloro-5-methoxycarbonyloxianiline (21.9 g, 100 mmol) in ethyl acetate (100 ml) was added dropwise in 20 minutes. After completion of addition, the mixture was heated at 80° C. and ethyl acetate was distilled off. After cooling, carbon tetrachloride (150 ml) was added and allowed the mixture to stand overnight. After removal of indissolved substances by filtration, the solvent was distilled off from filtrate under reduced pressure, whereby light brown solid of 2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl isocyanate (20.6 g, yield 84%) was obtained.

Aufarbeitung

  1. customequipped with a dropping funnel
  2. additionAfter completion of addition
  3. distillationethyl acetate was distilled off
  4. temperatureAfter cooling
  5. additioncarbon tetrachloride (150 ml) was added
  6. customAfter removal of indissolved substances
  7. filtrationby filtration

Quellen und Nachweise

ORD-Eintrag
ord-e4c3a36a9b6a4df29263224f0d3acf48
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04902337

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