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Paper | Regular issue | Vol 78, No. 4, 2009, pp.961-975
Published online, 26th December, 2008
DOI: 10.3987/COM-08-11577
Synthesis, Fungicidal and Antibacterial Activity of New Pyridazine Derivatives

Henryk Foks,* Krystyna Wisterowicz, Agnieszka Miszke, Kamil Brożewicz, Katarzyna Wiśniewska, and Maria Dąbrowska-Szponar

*Department of Organic Chemistry, Medical University of Gdańsk, Al. Gen. Hallera 107, 80-416 Gdańsk, Poland

Abstract

Compounds 1 - 3 were obtained in the reaction of 3,6-dichloropyridazines with phenylacetonitriles in the biphasic system - DMSO / 50% NaOH. The chlorine atom was replaced with cycloalkylamino (4 - 13) and hydrazinyl (23, 24) moiety. These last compounds were condensed with aldehydes (25 - 34). Pyridazynylphenylacetonitriles were converted into amides 14 - 18 and thioamides 19 - 22. In compounds 2, 3 the chlorine atom was replaced with thiophenyl (37, 38) and in compound 1 with thioethyl and thiophenyl (35, 36) functional groups. In the reactions of compounds 1, 2 with ammonium polysulfide thioamides with thiol group (39, 40) and chlorine atom (41, 42) were obtained. Compounds 1 17, 19 – 43 were screened for antibacterial and fungicidal activities.