Thionyl Chloride → Ethyl chloronicotinate

Participants

Reaction Steps

10 g (0.0635 mole) of 2-chloronicotinic acid, 4.86 ml (0.067 mole) of thionylchloride and 30 ml of dioxane are heated at 70° C. for 3 hours. 20 ml of ethanol is added and the mixture is heated for 2 hours. After cooling to room temperature 10 ml of triethylamine, 10 ml of water and 5 ml ethanol is added. The solvents are evaporated and the residue is extracted with ether and water. The ether is evaporated and the crude product is isolated. The yield is 10.3 g (95%). Distillation of the crude product at 8 mm Bp. 122°-123° C. yielded 9.4 g (90%) of the title compound (2b:l), b.p. 122°-123° C. at 8 mm Hg.

Provenance & Evidence