Oxalyl chloride → 2-Chlorobenzoyl isocyanate

HRID 1004861

Reaktionsgleichung

Reaktionsgleichung von HRID 1004861
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C(Cl)(=O)[C:12](Cl)=[O:13]>ClCCCl>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:6]=[C:12]=[O:13])=[O:5]

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 691112-Chlorobenzamide

Produkt 1

HCID 99423112-Chlorobenzoyl isocyanate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

0.39 g (2.5 mmol) of 2-chlorobenzamide and 0.38 g (3.0 mmol, 1.2 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-chlorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.69 g (2.5 mmol) of 2-bromo-4-chloro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.61 g (Yield 53%) of the title compound as a solid.

Aufarbeitung

  1. temperatureThe reaction solution was cooled down to room temperature
  2. customThe reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f6783bbbc4124fe69af5ac2e1261f9ad
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06051737

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