Potassium Nitrate → 5-Bromo-4-chloro-3-nitroisatoic anhydride

HRID 1910231

Reaktionsgleichung

Reaktionsgleichung von HRID 1910231
[Br:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[CH:4][C:3]=1[Cl:14])=[O:8].[N+:15]([O-])([O-:17])=[O:16].[K+]>OS(O)(=O)=O>[Br:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[C:4]([N+:15]([O-:17])=[O:16])[C:3]=1[Cl:14])=[O:8]

Komponenten

4

Edukt 2

HCID 24434Potassium NitrateHCID 866083925-Bromo-4-chloroisatoic anhydride

Produkt 1

HCID 866083935-Bromo-4-chloro-3-nitroisatoic anhydrideAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

5.4 g (20 mmol) of 5-bromo-4-chloroisatoic anhydride was suspended in 20 ml of conc. H2SO4 at −10° C. and cooled to −20° C. 2.1 g (21 mmol) of potassium nitrate was dissolved in 6 mL of sulfuric acid and cooled to 0° C., was then added dropwise to the reaction mixture. The reaction mixture was then stirred −10° C. for 15 min and warmed to room temperature overnight. The mixture was poured in to a beaker containing ice. The resulting solid was collected by filtration, washed with cold water and dried to produce 3.2 g (50%) of 5-bromo-4-chloro-3-nitroisatoic anhydride. LCMS: 323 (M+1)+.

Aufarbeitung

  1. temperaturecooled to 0° C.
  2. additionwas then added dropwise to the reaction mixture
  3. temperaturewarmed to room temperature overnight
  4. additionThe mixture was poured in to a beaker
  5. additioncontaining ice
  6. filtrationThe resulting solid was collected by filtration
  7. washwashed with cold water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-91eb5a61040b419babf7808dcedf6f7c
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598353B2

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