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تحضير و تشخيص و تقييم الفعالية الحيوية لبعض المركبات الحلقية الغير متجانسة الجديدة لمشتق5.5 ثنائي مثيل ايميدازولدين دايون == Synthesis,Characterization and Biological activity of Some New Heterocyclic Compounds For 5,5 - dimethylimidazolidine - dione
Author name:
محمد رضا عبود الحيدري
Supervisor name:
شيرين رضراسول
General topic:
Chemistry
Specific topic:
Chemistry
Degree:
Master
University:
University of Babylon - College Of Science
Language:
Arabic
University location:
Babylon
Abstract:
The work reported in this thesis involves synthesis of 26 new heterocyclic compounds of 5,5-dimethyl imidazolidinedione.All the prepared compounds have been studied phesical properties and identified by using( FT-IR, 1H-NMR ( Schemes 1, 2 and 3 summarize the preparation steps. | The ester derivatives of the 5,5-diethylhydantoin have been prepared M1 compound has highest percentage yield(Scheme 1). | The carboxylic acid derivatives of imidazolidandione M2 have been synthesized either by hydrolysis of M1 using hydrochloric acid or by alkylation of the nitrogen of M by fusing it with bromo acetic acid in basic medium. The reaction of M2 with thionyl chloride gave compound M3 as shown in (Scheme1). | Synthesis of hippuric acid derivative M4 have been done by the reaction of M3 with glycine in the presence of 10% NaOH, followed by a cyclization reaction to M4 with different substituted aldehydes in the presence of acetic anhydride/acetic acid to get 1,3-oxazole in M5 and M6 derivatives as shown in (Scheme1). | The synthesis of 1,3-imidazole M7 and M8 have been conducted using hydrazine 80% with 1,3-oxazole derivatives (M5 and M6) as shown in (Scheme2). | Synthesis of imidazole esters M9 and M10 by the reaction of M7 and M8 with ethylbromo acetate in basic media then used in reaction with hydrazine 80% to prepar M11 and M12 as shown in (Scheme 2) | Also, the M11 and M12 have been used to prepare two different types of derivatives as follows : - | Firstly;by treating with carbon disulfide in basic media and cyclization to prepare 1,3-oxadiazole derivatives substituted by thiol group M13 and M14. | Summary | II | Secondly;synthesis of triazole M15 and M16 from M11 and M12 by reaction with carbon disulfide in basic media followed by addition of hydrazine 80% as shown in (Scheme2). | On the other hand, synthesis of M17 and M18 by reacting of M5 and M6 with ethyl acetoacetate in basic medium as shown in (Scheme3). | The M17 and M18 used to prepare two different types of derivatives : Firstly; synthesis of pyrazole derivatives M19 and M20 by reaction of M17 and M18 with hydrazine hydrate 80% during ten hours. | Secondly; synthesis of hydrazide derivatives M21 and M22 by reaction M17 and M18 with hydrazine hydrate 80% during five hours as shown in (Scheme3). | Synthesis of new Schiff base derivatives M23 and M24 by addition new aldehyde p-bromobenzaldehyde and N,N-dimethylamino benzaldehyde to M21 and M22 and finally cyclization by acetic anhydride to prepared M25 and M26 as shown in (Scheme3). | For some prepared compounds M1-M26 the λexcitation, λemmition, intensity and absorbency at the same concentration were studied and quantum yields are calculated. | Also biological activity of some of the prepared compounds are studied by using two type of bacteria( Escherichia coli and Staphylococcus aureus) and most of them showed good antibacterial activity
