الفهرس 
Title : Synthesis of New Heterocyclic Compounds Containing Nitrogen and / or Sulfur With Expected Biological Activities
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Abstract
The present thesis describes the utility of N-(4-nitrophenyl)acetohydrazonoyl bromide 2a in the synthesis of some new heterocyclic compounds. Hydrazonoyl bromide 2a reacted with acetylacetone 3 to afford 4-acetyl pyrazole derivative 4. Treatment of compound 4 with methyl hydrazinecarbodithioate 5 or hydrazinecarbothioamide 6 afforded 2-(1-(5-methyl-1-(4-nitrophenyl)-1H-pyrazol-4-yl)ethylidene)hydrazine derivatives 7 or 8, respectively. 1,3,4-Thiadiazole derivatives 12f-i were prepared by the reaction of both 7 or 8 with hydrazonoyl chlorides 2f-i in absolute ethanol in the presence of triethylamine. Also, stirring of compound 7 with the appropriate hydrazonoyl halides 2k-o in absolute ethanol in the presence of triethylamine at room temperature afforded 1,3,4-thiadiazole derivatives 14k-o. Refluxing a mixture of compound 8 with the appropriate hydrazonoyl halides 2j-n in absolute ethanol in the presence of triethylamine gave thiazoles 17j-n. Next, reaction of 2a with 2-((methylthio)carbon-thioyl)hydrazones 18, 22, 23 and 26-29 in absolute ethanol in the presence of triethylamine at room temperature afforded the corresponding 1,3,4-thiadiazole derivatives 19, 24, 25 and 30-33. Also, pyrazole compound 4 reacted with the appropriate aldehydes 34a-f to afford pyrazolyl-chalcone derivatives 37a-f. The latter chalcone 37a was reacted with nitrilimines 9c-f to give the pyrazoline products 38c-f. Oxidation of the latter pyrazoline compounds 38c-f with chloranil in boiling xylene afforded the corresponding pyrazoles 40c-f. Also, chalcones 37a-f were reacted with hydrazine hydrate in boiling ethanol to give compounds 41a-f. Refluxing of compound 4 with dimethylformamide dimethylacetal (DMF-DMA) afforded enaminone derivative 46. Treatment of the latter enaminone 46 with hydrazonoyl halides 2a-h in refluxing chloroform in the presence of triethylamine afforded dipyrazole derivatives 49a-h. Moreover, reaction of C-alkoxy carbonylhydrazonoyl chlorides 2o-v or hydroximoyl chloride 54 with enaminone 46 in chloroform in the presence of triethylamine yielded dipyrazole derivatives 51o-v or isoxazole derivative 55, respectively. The structures of compounds 51 and 55 were confirmed chemically via their conversion to pyrazolopyridazinones 53 and isoxazolopyridazine 57, respectively upon the reaction with hydrazine hydrate in refluxing ethanol. The structures of the all new prepared compounds were established on the basis of elemental analyses and spectral data. Moreover, the antimicrobial and anti-cancer activities of some new synthesized compounds were studied.