Synthesis of new schiff’s basses 4-chloro coumarin derivatives
Journal name: World Journal of Pharmaceutical Research
Original article title: Synthesis of new schiff’s basses 4-chloro coumarin derivatives
The WJPR includes peer-reviewed publications such as scientific research papers, reports, review articles, company news, thesis reports and case studies in areas of Biology, Pharmaceutical industries and Chemical technology while incorporating ancient fields of knowledge such combining Ayurveda with scientific data.
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Original source:
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Redha I. AL-Bayati, Shakeeb M. Hameed, and Hiba H. Ibraheem
World Journal of Pharmaceutical Research:
(An ISO 9001:2015 Certified International Journal)
Full text available for: Synthesis of new schiff’s basses 4-chloro coumarin derivatives
Source type: An International Peer Reviewed Journal for Pharmaceutical and Medical and Scientific Research
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Summary of article contents:
Introduction
The synthesis of new Schiff bases, particularly those derived from 4-chloro coumarin, presents significant potential for the development of bioactive compounds. This research investigates the reaction of 4-chloro-3-formylcoumarin with various aromatic amines and hydrazide coumarin derivatives to form novel Schiff bases. The synthesized compounds were characterized using melting point determination, FT-IR spectroscopy, as well as some with ¹H-NMR and ¹³C-NMR spectroscopy.
Synthesis of Schiff Bases
A primary aspect of this study is the methodical synthesis of ten new Schiff bases through the reaction between 4-chloro-3-formylcoumarin and various aromatic amines, such as aniline, p-toluidine, and m-toluidine, in the presence of glacial acetic acid. The synthesis was carried out in absolute ethanol and typically took 4-6 hours under reflux conditions, producing a range of compounds with yields between 73-95%. These chemical transformations demonstrate the versatility and reactivity of the starting material, allowing for a diverse library of Schiff bases with potential pharmaceutical applications.
Characterization Techniques
The characterization of the synthesized Schiff bases involved various spectroscopic techniques. FT-IR spectroscopy played a crucial role in identifying functional groups, with notable absorption bands indicating the presence of C=N bonds and the disappearance of C=O aldehyde bands upon Schiff base formation. The spectral analysis provided a solid basis for confirming the successful synthesis and structure of the new compounds. Additionally, NMR spectroscopy offered insights into the molecular characteristics, confirming the identity and purity of these synthesized molecules.
Biological Activity Potential
Coumarin derivatives, including the newly synthesized Schiff bases, are recognized for a wide range of biological activities, such as antimicrobial, anti-inflammatory, and anticoagulant effects. This study highlights the pharmacological significance of these compounds, linking their structural features to potential therapeutic applications. The continued exploration and development of coumarin derivatives may lead to the discovery of valuable new medicines that could target various diseases.
Conclusion
The study effectively demonstrated the synthesis and characterization of novel Schiff bases derived from 4-chloro-3-formylcoumarin. The successful employment of various amines and hydrazide derivatives in Schiff base formation reveals promising avenues for further research in medicinal chemistry. With their established biological activities and the innovative synthetic approaches utilized, these new compounds possess considerable potential for future development in pharmaceutical applications. The findings reinforce the importance of coumarin derivatives in drug discovery and development.
FAQ section (important questions/answers):
What are Schiff bases and their importance in chemistry?
Schiff bases are compounds formed by the condensation of an amine with a carbonyl compound. They are important in medicinal chemistry due to their biological activities such as antimicrobial, anti-inflammatory, and antitumor effects.
What starting material was used for synthesizing Schiff bases?
4-Chloro-3-formylcoumarin was synthesized from 4-Hydroxycoumarin using a Vilsmeier Haack reaction as the starting material for the Schiff bases.
How were the new Schiff base compounds characterized?
The new Schiff bases were characterized by melting point determination and spectroscopic methods, including FT-IR and some by 1H-NMR and 13C-NMR spectroscopy.
What solvents were used in the synthesis of Schiff bases?
The synthesis of Schiff bases was primarily conducted in absolute ethanol, with some reactions using a mixture of ethanol and water.
What biological activities are associated with coumarin derivatives?
Coumarin derivatives exhibit various biological activities, including anticoagulation, antimicrobial, antioxidant, anti-inflammatory, and anticancer properties.
What was the yield percentage of synthesized Schiff bases?
The yield percentage of the prepared Schiff bases ranged from 73% to 95%, indicating a relatively efficient synthesis process.
Other Science Concepts:
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Antimicrobial activities, Cardiovascular activities, Melting point, Biologically active compound.