1-chloro-4-(p-tolyolxy)benzene react with 1-(4-hydrogy phenyl)-ethanone in presence of copper metal as a catalyst gives 1-(4-(4(p-tolyolxy) phenoxy)phenyl )ethanone,this derivatives react with various substituted aldehyde to give corresponding substituted chalcone derivatives (N-1).Now these derivatives(N-1).on condensation with used gives 6-phenyl-4(4-(4-(p-tolyolxy) phenoxy) phenyl)-5,6-dinydropyridinmin-2(H)-one (N-2) Structure elucidation of synthesized. Compound has been made on the basis of element analysis, 1H NMR Spectra studies.
The microbial activity of the synthesized compounds has been studied against the species bacillus subtillis, staphylococcus aureus, Escherichia coli, and salmonella typhi.
Table of Contents
1. Introduction
2. Reaction Scheme
3. Experimental
3.1 Preparation of 1-(4-(4-(p-tolyloxy)phenoxy)phenyl)ethanone.
3.2 Preparation of (E) -3-Phenyl-1-(4-(4-(p-tolyloxy) phenoxy )phenyl)prop-2-en-1-one
3.3 Preparation of 6-phenyl-4-(4-(4-(p-tolyloxy)phenyl)-5-6-dihyhropyrimidin-2(1H)-One
4. Results and Discussions
4.1 Melting points
4.2 Antimicrobial activity
5. Analysis Data
6. Antibacterial Activity
7. IR Spectral Studies
8. 1H N.M.R. Spectral Studies
9. Conclusion
10. Acknowledgements
Research Objective and Topics
The primary objective of this research is the synthesis of a novel 6-phenyl-4-(4-(4-(p-tolyloxy)phenoxy)phenyl)-5,6-dihydropyrimidin-2(1H)-one compound and the evaluation of its potential biological properties, specifically focusing on its antimicrobial activity against selected bacterial and fungal strains.
- Synthesis of substituted chalcone derivatives.
- Cyclization process to form pyrimidine derivatives.
- Characterization via elemental analysis and NMR spectroscopy.
- Evaluation of antimicrobial efficacy against S. aureus, E. coli, and others.
- Comparative analysis with standard antibiotic drugs.
Excerpt from the Book
INTRODUCTION
Chalcone (1) are the compounds were aromatic substitutes are introduced in to the terminal position of system C═C-C═, So chalcone are characterized by their position of a Ar(A)-CO-CH ═ CH-Ar(B) Structure in which two aromatic ring are linked by an aliphatic three carbon chain, thus chalcones are phenyl-styryl ketones containing reactive ketoethylenic group –C-CO═CH- .
Chalcones are also known as benzalacetophomes or benzylidene actophenones. chalcones are colored compounds because of presence of chromophore auxochromes. Chalcones are the precursors in the biosynthesis of anthocuanins and flavones.
Chalcones and substituted chalcones can be synthesized in laboratory by calisen-schmidt condensation of acetophenone or substituted acetophenone with aldehyde.
Summary of Chapters
Introduction: Outlines the structural properties of chalcones and pyrimidines, emphasizing their significance in biological reactions and their potential as precursors for anticancer drug development.
Reaction Scheme: Provides a visual representation and detailed list of the chemical reagents used for the synthesis of the novel pyrimidine derivatives.
Experimental: Describes the specific laboratory procedures and conditions used for the multi-step preparation of the target chemical compounds.
Results and Discussions: Presents the physical data, including melting points and purity checks, alongside the methodology used for antimicrobial screening.
Analysis Data: Provides a comprehensive table detailing molecular formulas, weights, yields, and elemental analysis results for the various synthesized derivatives.
Antibacterial Activity: Displays quantitative results of the compound testing against various bacterial species through tables and graphical charts.
IR Spectral Studies: Lists the specific infrared absorption bands and their structural assignments for the synthesized compounds.
1H N.M.R. Spectral Studies: Details the nuclear magnetic resonance data and chemical shift values used to confirm the molecular structure of the derivatives.
Conclusion: Summarizes the findings, highlighting the significant antimicrobial efficacy observed in specific synthesized compounds.
Acknowledgements: Expresses gratitude to the supporting facilities, research partners, and advisors involved in the study.
Keywords
Synthesis, Heterocyclic substituted chalcone derivatives, Pyrimidine derivatives, Chalcones, Antimicrobial activity, Staphylococcus aureus, Escherichia coli, Spectroscopic characterization, Medicinal Chemistry, Organic synthesis, Biological screening, Antibacterial, Antifungal, Chemical analysis, Drug development.
Frequently Asked Questions
What is the core focus of this research paper?
The paper focuses on the synthesis of novel 6-phenyl-4-(4-(4-(p-tolyloxy)phenoxy)phenyl)-5,6-dihydropyrimidin-2(1H)-one compounds and the investigation of their antimicrobial properties.
Which chemical classes are central to this study?
The central chemical classes are chalcone derivatives and substituted pyrimidines, which are known for their broad range of biological activities.
What is the primary objective of the researchers?
The primary goal is to synthesize new heterocyclic compounds that could potentially serve as precursors or active agents for the formulation of anticancer and antimicrobial drugs.
What scientific methods were employed for this synthesis?
The study utilizes Claisen-Schmidt condensation to form chalcone intermediates, followed by a condensation process with urea to synthesize the final pyrimidine derivatives.
What does the experimental section cover?
It provides detailed, step-by-step preparation protocols for the synthesis of the intermediates and the final compounds, including temperature, solvents, and reflux times.
Which keywords best characterize this work?
The work is characterized by terms such as organic synthesis, pyrimidine derivatives, chalcones, antimicrobial activity, and spectroscopic analysis.
How was the antimicrobial activity tested?
The compounds were tested using the cup-plate method at a concentration of 50 mg/mL, measuring the zone of inhibition in millimeters against specific bacteria and fungi.
What were the most effective compounds identified?
The study concludes that compound (h) showed significant activity, while compounds (d) and (j) demonstrated moderate to considerable antibacterial and antifungal effects comparable to standard drugs.
What instrumentation was used for structural elucidation?
Structural confirmation was performed using IR spectroscopy (Perkin-Elmer 783) and 1H NMR spectroscopy (Varian Geminy 200 MHz).
- Quote paper
- Dr. Rajarshi Patel (Author), Hitesh Dave (Author), K. S. Nimavat (Author), K. B. Vyas (Author), P. V. Patel (Author), 2013, Study on Synthesis of 6-phenyl-4-(4-(4-(p-tolyolxy) phenoxy) phenyl)-5, 6-dinydropyridinmin-2(H)-one and their Antimicrobial Activity, Munich, GRIN Verlag, https://www.grin.com/document/207809
