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Synthesis and identification of novel 2-thioxoimidazolidin- 4-one derivatives containing azo and ester groups
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| Author:
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KAWTHER. ALHEETY, HUDA.A. HASSAN, DHEEFAF. F. HASSAN, JUMBAD. H. TOMMA
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| Abstract:
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The compounds 3-[4¯-(4?-methoxybenzoyloxy) benzylideneamino]-2-thioxo-imidazolidine-4-one(3)aand 4-(1-(5-oxo-
2-thioxoimidazolidin-1-ylimino)ethyl)phenyl acetate(3)b were prepared from the reaction of aromatic aldehyde or
ketone(1)a,bwith thiosemicarbazide to give aryl thiosemicarbazones(2)a,b ,followed by cyclization with
ethylchloroacetate in the presence of fused sodium acetate. Treatment the compounds(3)a,bwith 4-
hydroxybenzenediazoniumchloride yielded the correspondings4-((4-((4-hydroxyphenyl)diazenyl)-5-oxo-2-
thioxoimidazolidin-1-ylimino)methyl)phenyl 4-methoxybenzoate(4)aand4-(1-(4-((4-hydroxyphenyl)diazenyl)-5-oxo-2-
thioxoimidazolidin-1-ylimino)ethyl)phenyl acetate(4)b.The new 2-thioxo-imidazolidin-4-one with esters (5-7)a,b
synthesized by reacting (4)a,b with different acid chlorides. The synthesized compounds were characterized by
IRand1HNMR spectra (of some of them) in order to elucidatetheir structures.
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| Keyword:
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thiosemicarbazones, 2-thioxo-imidazolidin-4-one, azo compounds, esters.
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| EOI:
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-
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| DOI:
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https://doi.org/10.31838/ijpr/2019.11.03.033
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| Download:
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