Reaktion #466597

Reaktionsgleichung

6-chloro-4-o-tolyl-nicotinic acid

thionylchloride

ammonium hydroxide

water

→

6-chloro-4-o-tolyl-nicotinamide

Ausbeute 98.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to 0° C
2. 2
   workup.WAITAfter 30 minutes at 0° C.
3. 3
   SonstigeTHF was removed under reduced pressure
4. 4
   Extraktionthe aqueous layer was extracted with ethyl acetate
5. 5
   SonstigeRemoval of the solvent

Vorschrift

To a solution of 8.0 g (32.3 mMol) 6-chloro-4-o-tolyl-nicotinic acid in 48.0 ml THF were added 3.1 ml (42.0 mMol) thionylchloride and 143 μl (1.8 mMol) DMF. After 2 hours at 50° C., the reaction mixture was cooled to room temperature and added to a solution of 72.5 ml aqueous ammonium hydroxide 25% and 96 ml water cooled to 0° C. After 30 minutes at 0° C., THF was removed under reduced pressure and the aqueous layer was extracted with ethyl acetate. Removal of the solvent yielded 7.8 g (98%) 6-chloro-4-o-tolyl-nicotinamide as a beige crystalline foam.

Quelle