ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Quantitative analysis of amphiphilic N-alkyloxypyridinecarboximidamide by liquid chromatography–tandem mass spectrometry

Irmina Wojciechowska, Aleksandra Wojciechowska, Karolina Wieszczycka, Przemysław Aksamitowski, Joanna Zembrzuska, and Grzegorz Framski

Institute of Chemical Technology and Engineering, Poznan University of Technology, Poznan, Poland

E-mail: irmina.w.wojciechowska@doctorate.put.poznan.pl

Abstract: LC–MS/MS method to determine hydrophobic N-alkyloxy substituted amidines: N-(2-ethylhexyloxy)pyridine-2-carboximidamide, N-(2-ethylhexyloxy)pyridine-3-carboximidamide, N-(2-ethylhexyloxy)pyridine-4-carboximidamide, N-decyloxy pyridine-2-carboximidamide, N-decyloxypyridine-3-carboximidamide and N-decyloxypyridine-4-carboximidamide was developed and validated in terms of linearity, precision and accuracy. The developed method was successfully applied to monitor and control the synthesis process. The experimental data points indicated that the straight chain alkyl bromide reacted most rapidly than branched alkyl bromide and the enhancement of the reaction efficiency strongly depended on reaction temperature.

Keywords: N-alkyloxypyridinecarboximidamide; O-alkylation reaction; LC–MS/MS; Reaction kinetics

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-016-0019-1

Chemical Papers 71 (5) 953–960 (2017)