Collect. Czech. Chem. Commun. 1997, 62, 800-808

Synthesis of Novel 4-Amino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones

Václav Konečnýa, Jozefína Žúžiováb, Štefan Kováčc and Tibor Liptajd

a Research Institute of Chemical Technology Plc, 836 06 Bratislava, Slovak Republic
b Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
c Department of Chemistry, University of Trnava, 917 43 Trnava, Slovak Republic
d Central Laboratories, Slovak Technical University, 812 37 Bratislava, Slovak Republic


Substituted 4-amino-2-phenyl-2H-pyridazin-3-ones 5a-5j have been prepared from 4-amino-5-chloro-2-phenyl-2H-pyridazin-3-one 1 which on reactions with acetyl chloride or acetic anhydride gives 4-acetylamino derivative 2 or 4-diacetylamino derivative 3, respectively. Derivatives 2 and 3 with dialkylamines and cyclic amines yielded appropriate 4-acetylamino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones 4a-4j. Subsequent alkaline hydrolysis of the acetylamino derivatives 4a-4j let to the title compounds 5a-5j, which were screened for pesticidal activity, but none of them reached activity of the used standards.

Keywords: 2H-Pyridazin-3-ones; Diazines; Pesticidal activity.