Acetyl chloride → 5-Bromo-4-chloroisatoic anhydride

HRID 1845068

Reaktionsgleichung

Reaktionsgleichung von HRID 1845068
[NH2:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([Br:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:14](OCC)=[O:15].C(Cl)(=O)C>>[Br:12][C:8]1[CH:7]=[C:3]2[C:4]([O:6][C:14](=[O:15])[NH:1][C:2]2=[CH:10][C:9]=1[Cl:11])=[O:5]

Komponenten

4

Edukt 3

HCID 6367Acetyl chlorideHCID 10928Ethyl chloroformateHCID 196120502-Amino-5-bromo-4-chlorobenzoic acid

Produkt 1

HCID 866083925-Bromo-4-chloroisatoic anhydrideAusbeute 70 %

Versuchsvorschrift

7.5 g (30 mmol) of 2-amino-5-bromo-4-chloro-benzoic acid was heated under reflux with 18 mL of ethyl chloroformate for 6 h, and was further heated under reflux for another 3 h after addition of 18 mL of acetyl chloride. The solid was collected and washed with hexanes to produce 5.8 g (70%) of 5-bromo-4-chloroisatoic anhydride. LCMS: 277 (M+1)+.

Aufarbeitung

  1. temperaturewas further heated
  2. temperatureunder reflux for another 3 h
  3. customThe solid was collected
  4. washwashed with hexanes

Quellen und Nachweise

ORD-Eintrag
ord-af4c16ed8f3b48e3a78016d70fd222ba
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946259B2

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