Hydrochloric Acid → HCID 10103743, compound

Participants

Reaction Steps

After 5-amino-3-cyanopyridine (380 mg, 3.19 mmol) was dissolved in 1-propanol (15 ml) and hydrogen chloride gas was passed into the solution at a temperature of 0°-5° C. for 15 minutes, the reactor was tight sealed for stirring the mixture at room temperature for 22 hours. After the completion of the reaction, the solvent was evaporated under reduced pressure, and a saturated aqueous sodium hydrogen carbonate solution (50 ml) was added to the concentrated mixture to adjust the pH to alkaline. The mixture was extracted with chloroform (50 ml×3). The chloroform layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure and subjected to silica gel column chromatography (Wako Gel C-200, 25 g), and elution was conducted with chloroform: methanol (8:1) to give propyl 5-amino-3-pyridinecarboximidate (526 mg, yield 92%) as a colorless oil.

Provenance & Evidence