Reaktion #79376

Reaktionsgleichung

2-amino-4-fluoro-5-iodo-benzoic acid

trichloromethylchloroformate

→

title compound

Ausbeute 90.4%

4-Fluoro-5-iodo-isatoic anhydride

Ausbeute 90.4%

Lösungsmittel

—

hexanes

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a magnetic stir bar
2. 2
   Temperaturreflux condenser
3. 3
   Temperaturheated
4. 4
   Temperaturto reflux for 16 hours
5. 5
   Temperaturto cool
6. 6
   FiltrationThe solid was collected by suction filtration
7. 7
   Waschenwashed with an additional 0.5 liters of hexanes
8. 8
   Sonstigedried under vacuum at room temperature

Vorschrift

Anhydrous dioxane (0.5 liters), 2-amino-4-fluoro-5-iodo-benzoic acid (46 grams, 164 mmoles), and trichloromethylchloroformate (97.4 grams, 492 mmoles) were added to a one liter one neck flask equipped with a magnetic stir bar and reflux condenser. The solution was placed under anhydrous nitrogen, stirred and heated to reflux for 16 hours. The reaction mixture was allowed to cool and was poured into one liter of hexanes. The solid was collected by suction filtration, washed with an additional 0.5 liters of hexanes, and dried under vacuum at room temperature to yield 45.5 grams (90%) of the title compound 1H NMR (400 MHz, DMSO-d6) δ: 11.86(s, 1H), 8.24(d, 1H), 6.84(d, 1H). ESI-MS m/z 308 (M+1).

Quelle