![]() | Only 14 pages are availabe for public view |
Abstract arylmethylene-4-oxo-4-[4-methoxy-3-methylphenyl] butanhydrazides were synthesized by the reaction of the corresponding 2(3H)-furanones with hydrazine hydrate. The N`-(substituted butanoyl)benzohydrazides were obtained from the benzoylation of the hydrazides on cold. The treatment benzoylhydrazide derivatives with phosphorus oxychloride led to the formation of substituted 1-benzoyl-1,2-dihydro-3(4H)-pyridazinones .The proposed structures of compounds were supported by the independent synthesis from the reaction of the hydrazides with benzoyl chloride in refluxing.The N-acylhydrazone derivatives have been synthesized from the condensation of the hydrazides with different aromatic aldehydes under reflux. The treatment of the hydrazide with ter-phthalaldehyde in boiling ethanol led to the formation of the corresponding bis acyl hydrazine .The treatment of the N-acylhydrazones with boiling acetic anhydride led to the formation of the corresponding 1-arylmethylidenamino pyrrolone. Heating the hydrazides in refluxing benzene afforded mainly the corresponding 4-substituted-3(2H)-pyridazinone derivatives whereas, heating them in refluxing ethanol provided mainly the N-aminopyrrolone derivatives. The structures of pyridazinones were supported by independent synthesis from the reaction of the 6-[4-methoxy-3-methylphenyl]-4,5-dihydro-3(2H)-pyridazinone with aromatic aldehydes. However, on refluxing the hydrazides in acidified ethanol, ring closure occured, leading to the formation of pyrazoles.The structures of the newly synthesized derivatives were elucidated by 1H-NMR, IR and mass spectrometry.The antibacterial activities of the synthesized compounds have been studied. |