Hydrochloric Acid → 6-(Methylthio)nicotinic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-fluoronicotinic acid (0.995 g, 7.05 mmol) in 14 mL of dimethylsulfoxide was added sodium thiomethoxide (1.24 g, 17.6 mmol). The mixture was heated 80° C. for 1 hr, cooled to ambient temperature, and treated with concentrated hydrochloric acid (4.5 mL, 0.054 mol). After 15 min, the mixture was diluted with ethyl acetate and concentrated in vacuo to provide 6-(methylthio)nicotinic acid that gave a mass ion (ES+) of 170.1 for [M+H]+.

Provenance & Evidence