Kinetic and mechanistic studies on the oxidation of norfloxacin by chloramine-B and N-chlorobenzotriazole in acidic medium

Abstract

The kinetics of oxidation of Norfloxacin 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid by chloramine-B and N-chlorobenzotriazole has been studied in aqueous acetic acid medium (25% v/v) in the presence of perchloric acid at 323 K. For both the oxidants, the reaction follows a first-order dependence on oxidant, a fractional-order on Norfloxacin, and an inverse- fractional order on H+. Dependence of reaction rate on ionic strength, reaction product, dielectric constant, solvent isotope, and temperature is studied. Kinetic parameters are evaluated. The reaction products are identified. The proposed reaction mechanism and the derived rate equation are consistent with the observed kinetic data. Formation and decomposition constants for substrate-oxidant complexes are evaluated. © 1999 John Wiley & Sons, Inc