Reaktion #1320

Reaktionsgleichung

sodium iodide

hydriodic acid

6-chloronicotinic acid

→

title compound

6-Iodonicotinic acid

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm slightly
2. 2
   workup.STIRRINGwith stirring
3. 3
   Temperaturheated at 120°-125° C. in an oil bath for 42 hours
4. 4
   SonstigeA dark brown layer formed above the yellow solid material
5. 5
   Temperaturto cool to room temperature
6. 6
   FiltrationThe resultant yellow solid was collected by filtration
7. 7
   Waschenwashed with 200 ml of 1N NaHSO3 solution
8. 8
   Sonstigedried in high vacuum (3 mm Hg)

Vorschrift

To 27.97 g (186.6 mmol) of sodium iodide cooled to -78° C. was added 121.77 g (71.6 ml, 952.0 mmol) of hydriodic acid (57 wt %). The reaction mixture was allowed to warm slightly with stirring for 5 minutes, and then 30.00 g (190.4 mmol) of 6-chloronicotinic acid was added. The resulting mixture was allowed to warm to room temperature with stirring and then heated at 120°-125° C. in an oil bath for 42 hours. A dark brown layer formed above the yellow solid material. The reaction mixture was allowed to cool to room temperature and then poured into acetone (chilled to 0° C.). The resultant yellow solid was collected by filtration, washed with 200 ml of 1N NaHSO3 solution, and dried in high vacuum (3 mm Hg) to give the title compound as a pale yellow solid.

Quelle