الفهرس | Only 14 pages are availabe for public view |
Abstract 4-(4-acetamidophenyl)-4-oxo-but-2-enoic acid has been reacted with nitrogen nucleophiles e.g., 2-aryl-5-amino thiadiazole, and barbituric acid, and yielded the aza Michael adducts.The aza Michael adductes ware converted to the corresponding pyridazinone derivatives via the interaction with hydrazine hydrate in boiling ethanol.Some of the pyridazinone derivative was converted to the corresponding O-acyclic nucleoside when submitted to react with ethylchloroacetate in the presenc of K2CO3 anhydroues in boiling acetone, and converted to the corresponding furanones and ketones on treatment with boiling acetic anhydride. When aza Michael adduct was allowed to react with hydroxylamine hydrochloride in boiling pyridine afforded the corresponding oximes followed by loss of carbon dioxide. Interaction of 4-(4-acetamido phenyl)-4-oxo-but-2-enoic acid with aromatic hydrocarbon namely, m-xylene and p-xylene under Friedel-Crafts condition yielded the corresponding butanoic acids, their behavior toward hydrazine hydrate, acetic- anhydride and hydroxylamine have been investigated. The behavior of pyridazinone derivatives produced from butanoic acid derivatives and hydrazine hydrate e.g., ethyl chloroacetate and acetyl chloride have been described. The reaction of 4-oxo-but-2-enoic acid with sulphur nucleophiles e.g., thiophenol and carbon nucleophilese.g., barbituric acid under thia Michael and Michael reaction conditions respectively yielded the corresponding thia Michael and Michael adducts. Behavior of thia Michael &Michael adducts toward hydrazines, hydroxylamines and acetic anhydride was investigated. Also 4-oxo-but-2-enoic acid was reacted with hydrogen peroxide in HCl presence of sodium hydroxide and yielded the corresponding oxirane derivative, its behavior towards 2-amino-5-phenyl-1, 3, 4-thiadiazole has been investigated and yielded 4-(4-acetamido- phenyl)-3-hydroxy-4-oxo-2-(5-phenyl-1,3,4-thiadiazole-2-yl) amino butanoic acid. The behavior of the butanoic acid derivative towards hydrazines, acetic anhydride, and hydroxylamine been also described . The reaction of the acid chloride of 4-oxo-but-2-enoic acid with anthranilic acid afforded the anthranil derivative which undergoes ring closure with acetic anhydride and yielded the semi acid anhydride. The behavior of semiacid anhydride towards hydrazine hydrate, hydroxyl- aminehydrochloride, formamide, ethylglycinate, semicarbazide, and thiosemicarbazide, has been investigated. All synthesized compound their structures were proved via physical tools e.g., IR, 1H-NMR, and mass spectroscopy and chemical tools also. The routes of the reaction were traced via study the mechanisms of these reactions. |