Synthesis of Polyfunctional Organic Systems Containing 1-Acyl/Aroyl-anilido-butadienes and their uses as Photochemical Probes and Chelating Agents for Removal of Bismuth (III) from Industrial Wastewater

Mohammed Saleh Tawfik Makki,Mohammad El-Shahawi,Reda Mohammady Abdel-Rahman

doi:10.4172/1948-593x.1000028

Abstract

The present article reports the synthesis of a series of some new 1-acyl/ benzoyl -1-anilido-4-methyl /aryl-1, 3-butadiene derivatives (II - IV) by warming primary heteroamines and/ or sulfa drugs with pre heated ethyl acetoacetate and / or ethyl benzoylacetate in dry conditions followed by condensation with unsaturated aromatic aldehydes in boiling ethanol-piperidine. The chemical structures of the compounds were characterized via their elemental analysis and spectroscopic measurements (UV Vis., IR, 1 HNMR). Some of the compounds (IIId, e, f, IV d, e,f) were tested as antimicrobial and photochemical probe agents. Compound IVa was physically loaded onto polyurethane solid sorbent and successfully used for the removal and / or pre concentration of bismuth (III) from industrial wastewater. The voltammetric behavior of the two compounds IIa and IVa in N, N-dimethylformamide was investigated.

Highlights

Substituted oxo anilides e.g. azoloazines have received considerable interest in recent years (Hussein et al, 2009). Such class of compounds has diverse physiological activities e.g. acting as central nervous systems depressants and calcium sensitizing agents and possess hypnotic, diuretic, antihistaminic, anti inflammatory, antimicrobial and hypoglycecemic activities (Fathalla et al, 2001).The synthesis and spectroscopic characterization of bdiketones as potential ligands have been reported by Funk et al, 1993; Zheng and Swager, 1994
In this class of compounds, complex formation is conceived by replacement of the enolic proton by chelation with metal ions in a bidentate fashion (Sievers et al, 1993; Knoevenagel and Arnot, 1904)
In continuation to our previous work (Bashammakh et al, 2009; Abou-Mesalam et al, 2003; El-Shahawi et al, 2005; El-Shahawi et al, 2008; Farag et al, 2007; Zaki et al.1995), the present study is focused on the synthesis and characterization of a series of some bdiketone derivatives bearing anilido moieties and their unsaturated b- diketone derivatives

Summary

Introduction

Substituted oxo anilides e.g. azoloazines have received considerable interest in recent years (Hussein et al, 2009). In continuation to our previous work (Bashammakh et al, 2009; Abou-Mesalam et al, 2003; El-Shahawi et al, 2005; El-Shahawi et al, 2008; Farag et al, 2007; Zaki et al.1995), the present study is focused on the synthesis and characterization of a series of some bdiketone derivatives bearing anilido moieties and their unsaturated b- diketone derivatives In view of their properties, some of the compounds were tested as antimicrobial and photochemical agents. One of the prepared compounds for the pre-concentration/ separation of bismuth (III) from aqueous as a highly toxic metal ions the industrial waste water. The amount of bismuth (III) retained on the PUFs cubes was determined from the difference between the concentration of bismuth (III) solution before (Co) and after (Ca) shaking with the foam cubes

Results and Discussion

C C NH S

Conclusion