Synthesis, characterization and biological activity evaluation of new pyridazines containing imidazolidine moiety

This paper contained the synthesis of some new derivatives of pyridazine from the reaction of pyridazine-3,6-diol (1) with chloroacetyl chloride in chloroform with presence of potassium carbonate as catalyst to obtain: 2,2'- [pyridazine-3,6-diylbis (oxy)]diacetyl chloride (2), then converted (2) to acid hydrazide by the reaction with hydrazine hydrate (85-90%) in absolute ethanol to yield : 2,2'-[pyridazine-3,6-diylbis(oxy)]diacetohydrazide (3), which reacted with 3-nitrobenzaldehyde in presence of absolute ethanol and drops of glacial acetic acid to give the corresponding Schiff base : N '-(3-nitrobenzylidene)-2-[6-(2-((Z)-2-(3-nitrobenzylidene) hydrazinyl)-2-oxoethoxy] pyridazine -3-yloxy)acetohydrazide (4)., Then the target compounds were prepared from the cyclization reaction of compound (4) with different amino acids namely (DL-alanine, DL-valine, and DL-aspartic acid), in THF to yield: 2,2'-(pyridazine-3,6-diylbis(oxy)) bis [N-(4-alkyl-2-(3-nitrophenyl)-5-oxoimidazolidine-1-yl)acetamide](5a,b,c). The synthesized compounds were elucidated by some spectroscopy methods IR,UV and 1HNMR, besides the melting points. TLC was used to check the products. Their biological activities of prepared compounds (5a,b,c) were also studied against two types of bacteria (Staphococcus aureus , and E.Coli).