Dannan H, Hussain A, Crooks P A, Dittert L W
College of Pharmacy, University of Kentucky, Lexington 40536-0082.
J Pharm Sci. 1992 Jul;81(7):657-60. doi: 10.1002/jps.2600810713.
To study the mechanism of N-chlorination of secondary amines by chloramine-T, the kinetics of the reactions of some aromatic-substituted analogues of N-chlorobenzenesulfonamide with various secondary amines were determined. The importance of amine basicity and reactivity of the N-Cl bond of the N-chlorobenzenesulfonamide was also assessed. The results indicate that a mechanism involving the un-ionized species of both reactants (i.e., a molecular mechanism), rather than an ionic mechanism, is operating and that the reaction most likely proceeds via a six-membered-ring transition state that incorporates a water molecule.
为了研究氯胺 -T对仲胺进行N -氯化的机理，测定了一些N -氯苯磺酰胺的芳基取代类似物与各种仲胺反应的动力学。还评估了胺碱性和N -氯苯磺酰胺中N - Cl键反应性的重要性。结果表明，起作用的是涉及两种反应物未电离物种的机理（即分子机理），而非离子机理，并且该反应很可能通过包含一个水分子的六元环过渡态进行。
