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Synthesis, spectral properties, and IRH of 2,4,5-trisubstituted 3-oxo-2H-pyridazines

V. Konečný, Š. Kováč, and Š. Varkonda

Research Institute of Chemical Technology, CS-831 06 Bratislav

 

Abstract: The synthesis of 2-R2-4-alkoxy-5-chloro-, 2-R2-5-alkoxy-4-chloro-, and 2-R2-4,5-dialkoxy-3-oxo-2H-pyridazines by the reaction of 2-R2-4,5-di- chloro- or 2-R2-4-chloro-5-alkoxy or 2-R2-5-alkoxy-4-chloro-3-oxo-2H- -pyridazines with sodium alcoholate or alcohol in the presence of alkaline carbonate in aprotic or protic solvent is described. Infrared and ultraviolet spectra of the prepared compounds are interpreted. Prepared compounds were tested for fungicidal and herbicidal activity. In fungicidal activity none of the prepared compounds reached the activity of the standard Vitavax, in the inhibiting of the Hill reaction 2-cyclohexyl-4-methoxy-5-chloro-2-(3' -methylphenyl)-4-methoxy-5-chloro-, 2-(3'-chlorophenyl)-4-methoxy-5-chloro-, 2-cyclohexyl-4-chloro-5-methoxy-, 2-phenyl-4-chloro-5-methoxy-,2-(3'- chlorophenyl)-4-chIoro-5-methoxy-, 2-phenyl-4,5-dimethoxy-, 2-(3'-trifluoro- methylphenyl)-4,5-dimethoxy-3-oxo-2H-pyridazines reached or surpassed the activity of the standard Pyrazon.

Full paper in Portable Document Format: 394a513.pdf

 

Chemical Papers 39 (4) 513–526 (1985)

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