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Synthesis and biological properties of dithiocarbamic acid derivatives. XII. Biological properties of mixed anhydrides of N-methyl-N-methoxycarbonylcarbamic and N,N-dialkyldithiocarbamic acids

V. Konečný

Research Institute of Chemical Technology, CS-831 06 Bratislava


Abstract:  A synthesis of novel mixed anhydrides prepared by the reaction of N-methyl-N-methoxycarbonylcarbamoyI chloride with alkaline salts of N,N-dialkyldithiocarbamic acid is described. Studying the physicochemical properties of compounds prepared it was found that in dependence on substituents attached to the nitrogen atom of the dithiocarbamic group the compounds decomposed to form carbon disulfide and an appropriate alkyl N,N-dialkylaminocarbonyl-N'-methylcarbamate. Compounds prepared were examined on contact and systemic insecticidal, acaricidal, ovicidal, fungicidal, and herbicidal activities. Mixed anhydride of N-methyl-N-methoxycarbonylcarbamic and N,N-dimethyldithiocarbamic acids showed high activity as mordant of cultural plants and mixed anhydride of JV-methyl-N-methoxycarbonylcarbamic and N,N-di(l-methylethyl)-dithiocarbamic acids showed very high fungicidal and antipowdery mildew activities. The structure of prepared mixed acid anhydrides and alkyl N,N-dialkylaminocarbonyl-N'-methylcarbamates was proved by spectral methods.

Full paper in Portable Document Format: 386a839.pdf


Chemical Papers 38 (6) 839–849 (1984)

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