Abstract
We have developed a simple, efficient and green method for the preparation of 2,4,5-triaryl imidazoles using propylene carbonate (PC) as an alternative solvent in the Radziszewski reaction, avoiding other organic solvents such as AcOH, MeOH, EtOH, DMSO and DMF. A wide range of 2,4,5-triaryl substituted imidazoles were synthesized. The nature of the substituents on the aromatic aldehyde had no significant effect on the reaction yield. PC offers advantages not only in the yield of the reaction but also in isolation of the product, which consists of a simple filtration followed by washes with warm water. The product was purified to a high analytical purity level by washing with hot hexane, (simple, single-step work-up). Thus, this protocol is practical and economically attractive.
Keywords: Green chemistry, green solvents, heterocycles, imidazoles, propylene carbonate, Radziszewski reaction.
Current Organic Synthesis
Title:Propylene Carbonate as a Solvent in the Eco-Friendly Synthesis of Highly Substituted Imidazoles Through the Radziszewski Reaction
Volume: 13 Issue: 3
Author(s): July A. Hernández Muñoz, Erika M. de Cavalho, Joel Jones Junior and Flavia M. da S ilva
Affiliation:
Keywords: Green chemistry, green solvents, heterocycles, imidazoles, propylene carbonate, Radziszewski reaction.
Abstract: We have developed a simple, efficient and green method for the preparation of 2,4,5-triaryl imidazoles using propylene carbonate (PC) as an alternative solvent in the Radziszewski reaction, avoiding other organic solvents such as AcOH, MeOH, EtOH, DMSO and DMF. A wide range of 2,4,5-triaryl substituted imidazoles were synthesized. The nature of the substituents on the aromatic aldehyde had no significant effect on the reaction yield. PC offers advantages not only in the yield of the reaction but also in isolation of the product, which consists of a simple filtration followed by washes with warm water. The product was purified to a high analytical purity level by washing with hot hexane, (simple, single-step work-up). Thus, this protocol is practical and economically attractive.
Export Options
About this article
Cite this article as:
A. Hernández Muñoz July, M. de Cavalho Erika, Jones Junior Joel and M. da S ilva Flavia, Propylene Carbonate as a Solvent in the Eco-Friendly Synthesis of Highly Substituted Imidazoles Through the Radziszewski Reaction, Current Organic Synthesis 2016; 13 (3) . https://dx.doi.org/10.2174/1570179413999151110121949
DOI https://dx.doi.org/10.2174/1570179413999151110121949 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
Call for Papers in Thematic Issues
Exploring the Role of Chemical Graph Theory in Advancing Current Organic Synthesis
Organic synthesis is a fundamental discipline in chemistry, crucial for the creation of complex molecules with diverse applications in pharmaceuticals, materials science, and beyond. However, the process of designing efficient synthetic routes for target molecules remains challenging. Chemical graph theory, a branch of theoretical chemistry, offers powerful tools for understanding ...read more
Photoswitches for Molecular Recognition
This Special Issue would cover the hot topics on synthesis and chemical and photophysical characterization of new photoswitchable derivatives and their applications on molecular recognition of metabolites and biological active compounds, both in physiological medium and in living cells. Photoswitches are compounds that can change their conformation or properties in ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Pharmacological Drug Delivery Strategies for Improved Therapeutic Effects: Recent Advances
Current Pharmaceutical Design Anti-EGFR-mAb and 5-Fluorouracil Conjugated Polymeric Nanoparticles for Colorectal Cancer
Recent Patents on Anti-Cancer Drug Discovery Advances of Bioinformatics Applied to Development and Evaluation of Boron-Containing Compounds
Current Organic Chemistry The Lord of the Bacteria: The Fellowship of the Leader and Other Serine Protease Inhibitors
Current Pharmaceutical Design Meet the Editorial Board Member
Current Pharmaceutical Biotechnology The Use of Affinity Tags to Overcome Obstacles in Recombinant Protein Expression and Purification
Protein & Peptide Letters ATP Synthase: A Molecular Therapeutic Drug Target for Antimicrobial and Antitumor Peptides
Current Medicinal Chemistry Monoclonal Antibodies Carried in Drug Delivery Nanosystems as a Strategy for Cancer Treatment
Current Medicinal Chemistry The Role of Streptokinase as a Virulence Determinant of Streptococcus pyogenes – Potential for Therapeutic Targeting
Current Drug Targets Targeting Bacterial Metalloenzymes: A New Strategy for the Development of Anti-Infective Agents
Anti-Infective Agents in Medicinal Chemistry Towards a Stratified Targeted Approach with Biologic Treatments in Rheumatoid Arthritis: Role of Synovial Pathobiology
Current Pharmaceutical Design 3D-QSAR Selectivity Analysis of 1-Adamantyl-3-Heteroaryl Urea Analogs as Potent Inhibitors of Mycobacterium tuberculosis
Current Computer-Aided Drug Design Spices Chemoconstituents as Persuasive Inhibitor of S. typhimurium Virulent Protein L-asparaginase
Letters in Drug Design & Discovery Preface
Current Drug Targets - Infectious Disorders TNF-Alpha Antagonism in Severe Asthma?
Recent Patents on Inflammation & Allergy Drug Discovery The Promise of Dolutegravir: A Novel Second Generation Integrase Strand Transfer Inhibitor
Current Clinical Pharmacology Cheminformatics in Anti-Infective Agents Discovery
Mini-Reviews in Medicinal Chemistry Identifying Multiple-target Ligands via Computational Chemogenomics Approaches
Current Topics in Medicinal Chemistry Genotypic Characterization of Vancomycin-Resistant Enterococcus spp. In Tertiary Center, Iran
Infectious Disorders - Drug Targets Virus-Associated Vasculitides: An Update
Current Immunology Reviews (Discontinued)