Chemical Properties
White crystals, melting point 65-66℃.
Uses
N-Octylpyridin-4-amine is used in the synthesis of antimicrobial agent Octenidine (O239150), as chelating agent.
Synthesis
Add n-octylamine (100 mg), 4-chloropyridine hydrochloride (30 kg) and sodium fluoride (10 kg) to a 200 L reactor and raise the temperature to 130 °C. The reaction was stirred at this temperature for 2 hours. Upon completion of the reaction, the unreacted n-octylamine was recovered by distillation under reduced pressure. Subsequently, the pH of the reaction mixture was adjusted with hot aqueous sodium carbonate to about 7. Ethyl acetate (120 kg) was added for extraction and the aqueous layer was separated. The organic layer was cooled, filtered and dried to afford the target product 4-(octylamino)pyridine (32.3 kg) in 99.3% purity and 78.5% yield.
References
[1] Journal of the American Chemical Society, 2008, vol. 130, # 20, p. 6586 - 6596
[2] Patent: CN107501173, 2017, A. Location in patent: Paragraph 0018
