Collect. Czech. Chem. Commun. 1984, 49, 1521-1528

Substituent effects on hydrolytic stability and herbicidal activity of 3-arylimidazolidine-2,4-diones

Alexandr Čegan and Miroslav Večeřa

Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice


Twenty-one derivatives of imidazolidine-2,4-dione have been prepared by reactions of substituted amino acids with aryl isocyanates in aqueous medium. Pre- and post-emergent herbicidal activities of all the compounds have been tested, and stability of five derivatives has been followed in aqueous medium within the pH range from 7.6 to 13.0. The highest pre-emergent herbicidal activity has been found with the derivatives XI-XVI which inhibit the growth of most indicator plants at the doses of 1.6 kg/ha. The derivatives studied are relatively stable in aqueous medium, the hydrolysis half-life of the compound XI being 9 days at pH 8.