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The kinetics of the Cl‐transfer reaction between chloramine ( 1 ) and piperidine ( 2 ) in a  Raschig  medium (8<pH<9) was studied at various temperatures, with variable concentrations of the two reactants. The influence of the pH on the interaction of  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,  1 H‐ and  13 C‐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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