Abstract magnified image The kinetics of the Cl‐transfer reaction between chloramine (1) and piperidine (2) in a Raschig medium (8 1 and 2 was examined at a pH ranging between 8.25 and 12.89. The Cl‐transfer reaction resulted in the formation of 1‐chloropiperidine (3), which, in the presence of NaOH, underwent a dehydrohalogenation leading to an endocyclic imine derivative: 2,3,4,5‐tetrahydropyridine (4). The kinetics of the dehydrohalogenation was also studied at different temperatures, with variable concentrations of 3 and NaOH. Kinetic and thermodynamic parameters were determined for the Cl‐transfer and dehydrohalogenation reactions. Both 3 and 4 were prepared according to efficient synthetic routes; they were isolated, purified, and characterized by elemental analysis, IR, 1H‐ and 13C‐NMR, and MS. Their thermal stabilities were evaluated by differential scanning calorimetry (DSC), and their absorption coefficients at various wavelengths were determined experimentally by UV spectrophotometry.
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Darwich et al. (2009) studied this question.
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