Title Funkcionalizuotų 3-[N-(4-metoksifenil)-N-(tiazol-2-il)amino]propano rūgščių sintezė ir antibakterinis aktyvumas /
Translation of Title Synthesis and antibacterial activity of functionalized 3-[N-(4-methoxyphenyl)-N-(thiazol-2-yl)amino]propanoic acids.
Authors Urbonavičiūtė, Eglė
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Pages 64
Keywords [eng] thiazoles ; chalcones ; antibacterial activity
Abstract [eng] N-(4-methoxyphenyl)-N-thiocarbamoyl-beta-alanine was synthesized and its reactions with monochloroacetic acid, chloroacetaldehyde and alpha-haloketones were investigated. These reactions provided several N,N-disubstituted beta-alanine derivatives containing thiazole moyiety. Chemical properties of 3-[(4-methoxyphenyl)(4-oxo-4,5-dihydrothiazol-2-yl)amino]propanoic acid have been determined: the methylene group hydrogens of thiazolone ring can be exchanged by bromine atoms, the condensation with aldehydes gave 5-substituted thiazolones. 3-[{4-(4-chlorophenyl)thiazol-2-yl}(4-methoxyphenyl)amino]propanoic acid was treated with mixture of hydrobromic and acetic acids and the methoxy group was replaced into hydroxy. Chalcone-type derivatives with thiazole fragment in the molecule were prepared by condensation of 3-[(5-acetyl-4-methylthiazol-2-yl)(4-methoxyphenyl)amino]propanoic acid with aromatic and hetrocyclic aldehydes. The reaction of 3-[(5-acetyl-4-methylthiazol-2-yl)(4-methoxyphenyl)amino]propanoic acid with hydrazine monohydrate and phenylhydrazine afforded corresponding hydrazone derivatives. Moreover, in this work, the antibacterial activity of the synthesized derivatives was tested. The results of this investigation have revealed that chalcones exhibits the highest antibacterial activity.
Dissertation Institution Kauno technologijos universitetas.
Type Master thesis
Language Lithuanian
Publication date 2015