Synthesis and Characterization of Novel Schiff Bases of Imide Moiety

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Sulaiman M. Hasan
Ali H. Samir
Ismaeel Y. majeed

Abstract

    In our research novel schiff bases of imides moiety have been synthesized . Novel Schiff base derivatives of imides moiety have been synthesized by multistep reaction . First step involves prepare 2-amino -5-mercapto-1,3,4-thiadiazole (I) by the cyclization of thiosemicarbazide with carbon disulphide and anhydrous sodium carbonate in ethanol as a solvent . Then , compound (I) was  reacted with phthalic anhydride in the presence of glacial acetic acid to give 2-(5-mercapto-1,3,4-thiadiazol-2-yl) isoindoline-1,3-dion (II).Compound (II)was heated with ethyl chloracetate in the presence of potassium carbonatproduced ethyl 2(5-(1,3-dioxoisoindoline -2-yl)-1,3,4-thiadiazole-2-yl thio) acetate (III).The reaction of compound (III) with  hydrazine hydrate yielded 2-(5-(1,3-dioxoisoindoline -2-yl)-1,3,4thiadiazol-jm2-ylthio)acetohydrazide (IV).The fifth step involves reaction of compound (IV) with N,N-dimethyl aminobenzaldehyde to yield N´-(4-(dimethyl amino)benzylidene )-2-(5(1,3-dioxoisoindoline-2-yl)-1,3,4-thiadiazole-2-yl-thio)acetohydrazide (V).The structures of the newly synthesized compounds were confirmed by physical properties and spectral (FTIR,1H-NMR)analysis

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How to Cite
Hasan, S. M., Samir, A. H., & majeed, I. Y. (2017). Synthesis and Characterization of Novel Schiff Bases of Imide Moiety. Ibn AL- Haitham Journal For Pure and Applied Sciences, 27(3), 407–420. Retrieved from https://jih.uobaghdad.edu.iq/index.php/j/article/view/306
Section
Chemistry