The Synthesis and Substituent Effect of the Acid Catalyzed Hydrolysis of Amidosulfites

The acid-catalyzed hydrolysis of 2-oxo-3-(p-substituted)-phenyl-5-methyl-1,2,3-oxathiazolidines (1) have been studied in 60% (v/v) 1,4 dioxane-aqueous solutions of perchloric and hydrochloric acids at 10.0 ± 0.05°C. The analysis of the kinetic data by the order of the catalytic effects of the acids, activation parameters, kinetic solvent isotope effect, and substituent effect are all in agreement with an A-2 mechanism in the studied range.

Keywords:

• Acid-catalyzed hydrolysis
• amidosulfites
• oxathiazolidines
• substituent effect

Acknowledgments

This work was supported by the Research Fund of Ondokuz Mayis University.