6-CYANONICOTINIC ACID

2398-81-4

143-33-9

70165-31-0

The general procedure for the synthesis of 6-cyanonicotinic acid from oxonicotinic acid and sodium cyanide was as follows: to a 1.2 L DMF solution of oxonicotinic acid N-oxide (51 g, 0.37 mol) was added sodium cyanide (54 g, 1.1 mol), triethylamine (255 mL, 1.83 mol), and trimethylchlorosilane (185 mL). The reaction mixture was stirred at 110 °C for 10 h. After completion of the reaction, filtration was performed and the filtrate was concentrated. The residue was dissolved in 100 mL of 2N hydrochloric acid and extracted with dichloromethane. The organic layers were combined, concentrated and recrystallized from water to give 12 g (22% yield) of 6-cyanonicotinic acid.