Collect. Czech. Chem. Commun.
1981, 46, 3097-3103
https://doi.org/10.1135/cccc19813097
Solvolysis kinetics and mechanism of 3-methyl-1,3-thiazolidine-2,4-dione
Vladimír Macháček, Vojeslav Štěrba and Helena Zahradníčková
Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice
Abstract
The hydrolysis kinetics of 3-methyl-1,3-thiazolidine-2,4-dione have been studied in aqueous buffers and dilute NaOH solutions. The reaction proceeds via two base-catalyzed steps having different rates. In sodium methoxide solutions 3-methyl-1,3-thiazolidine-2,4-dione undergoes one-step methanolysis giving methyl thioglycolate anion as the final product. The rate-limiting step consists in decomposition of the anion CH3NCOSCH2COOCH3.
