Synthesis, characterization, and kinetic analysis of the thermal rearrangement mechanism of tertiary amine oxides

Abstract

The study explores the synthesis of aromatic tertiary amines (S1-S3), which were prepared by reacting substituted piperidine derivatives with benzene derivatives under reflux conditions. The resulting primary amines were subsequently oxidized using 30% hydrogen peroxide, leading to the formation of N-oxide derivatives (S4-S6). These tertiary amine N-oxide compounds then underwent thermal rearrangement under reflux in dioxane, yielding the corresponding derivatives (S7-S9). Kinetic studies of the thermal rearrangement were also conducted to examine the reaction mechanism and rate. The synthesized compounds were characterized using a range of analytical techniques, including proton nuclear magnetic resonance (¹H-NMR), carbon-13 nuclear magnetic resonance (¹³C-NMR), Fourier transform infrared spectroscopy (FT-IR), and ultraviolet (UV) spectroscopy.