Synthesis and evaluation of some new oxazolones and imidazolones as antioxidant additives for Egypti

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Oxazolone derivative 2 was utilized as a key intermediate for synthesis of some new oxazolone and imidazolone derivatives.Reaction of oxazolone derivative 2 with diamines under different conditions afforded the corresponding imidazolone derivatives 3-8,respectively.Moreover,oxazolone 2 reacted with some heterocyclic amines in glacial acetic acid giving the corresponding imidazolone derivatives 9-14,respectively.Cyclocondensation of thiosemicarbazide with compound 2 in dry pyridine afforded compound 15.Addition of secondary amines to olefin double bond of compound 2 gave the corresponding addition products 16-19,respectively.Michael addition of compound 2 with some active methylene compounds afforded oxazolone derivatives 20-23,respectively.These prepared products were evaluated as antioxidant and corrosion inhibitors for gasoline lubricating oil and compounds 6a-c,10 and 15 exhibited the highest antioxidant and anticorrosive activities.The effect of concentration of additives was studied to recommend the optimum concentration to be used.The results showed,for additive 15,0.1 g for 1 L oil was the more effective concentration.Measurements for thermal analysis and of surface tension ofoil after oxidation were also carried out.
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