KINETICS AND MECHANISM OF OXIDATION OF AN ANTIARRHYTHMIC DRUG PROCAINAMIDE HYDROCHLORIDE BY MN (VII) IN AQUEOUS SULPHURIC ACID MEDIUM: A STOPPED FLOW TECHNIQUE
Keywords:
Oxidation, Kinetics, Mechanism, Procainamide, PermanganateAbstract
Objective: To understand the kinetics and mechanism of oxidation of procainamide hydrochloride by Mn(VII) in aqueous sulfuric acid medium at 298K and at constant ionic strength, I= 3.0×10-3 mol dm-3 and to identify its oxidation products.
Methods: Kinetic measurements were performed on a Varian CARRY 50 Bio UV- visible spectrophotometer connected to a rapid kinetic accessory (HI-TECHSFA-12 unit). The products are characterized by FT-IR, GC-MS and NMR studies.
Results: The reaction stoichiometry was determined and the results indicate that five moles of procainamide require four moles of Mn(VII). The oxidation products were identified as Mn(II), p-aminobenzoic acid and N,N-diethyl-2-nitrasoethanamine. The reaction shows first-order kinetics with respect to MnO4-and fractional order with respect to procainamide. Increase in sulphuric acid concentration increased the rate of reaction with fractional order dependence on H+ion concentration. The effect of added products, ionic strength, and dielectric constant of the medium were studied on the rate of reaction.
Conclusion: A suitable mechanism is proposed on the basis of experimental results. The activation parameters with respect to the slow step of the mechanism were evaluated and the thermodynamic parameters are also determined and discussed.
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