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Abstract
In the first project: 1,3-Di(thiophen-2-yl)prop-2-en-1-one was utilized for the synthesis of 4,6- di(thiophen-2-yl)-3,4-dihydropyrimidine-2(1H)-thione and 5,7-di(thiophen-2-yl)-2-thioxo-2,3- dihydropyrido[2,3-d]pyrimidin-4(1H)-one. The latter thiones were used for the synthesis of two new series of [1,2,4]triazolo[4,3-a]pyrimidines and pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidinones via reaction with the appropriate hydrazonoyl halides using triethylamine as a basic catalyst. The mechanism of formation of the synthesized compounds was discussed and the assigned structure was established via microanalysis, spectral data (IR, 1HNMR and mass) and quantum chemistry calculations. Moreover, the newly synthesized products were evaluated for their antimicrobial activities and the results show that some derivatives have good to mild activities. Moreover, quantum chemistry calculations studies are confirming the structure of the products. In the second project: Starting with different primary aromatic amines and formaldehyde solution (37%), a series of pyrido[2’,3’:4,5]pyrimido[2,1-b][1,3,5]thiadiazinones was synthesized by aminomethylation of pyridopyrimidinethione via Mannich reaction in acidic conditions. Moreover, another series of pyrido[2’,3:4,5]pyrimido[2,1-b][1,3]thiazinones was prepared by Micheal addition reaction of pyridopyrimidinethione to the activated double bond of a number of arylidene malononitrile and 2-(benzo[d][1,3]dioxol-5-ylmethylene)malononitrile. In addition, treatment of 2-hydrazinyl-5,7-di(thiophen-2-yl)pyrido[2,3-d]pyrimidin-4(3H)-one with the proper aldehydes, and terephthaldehyde in refluxing acetic acid in and a few drops of hydrochloric acid afforded the corresponding hydrazones derivatives, and bis-hydrazone(s), respectively