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 |
- 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
-
Trifluoroibuprofen Inhibits α-Methylacyl Coenzyme A Racemase (AMACR/P504S), Reduces Cancer Cell Proliferation and Inhibits in vivo Tumor Growth in Aggressive Prostate Cancer Models
Anti-Cancer Agents in Medicinal Chemistry The Role of Electrospinning in the Emerging Field of Nanomedicine
Current Pharmaceutical Design Baseline Levels of Interleukine-6, Tumor-Necrosis Factor-Alpha and C-Reactive Protein in Treatment Naive Human Immunodeficiency Virus Infected Patients-A Study from a Tertiary-Care Hospital in Eastern India
Current Biomarkers (Discontinued) Modular Organization in a Cell: Concepts and Applications
Current Bioinformatics Pediatric Immune Dysfunction and Health Risks Following Early-Life Immune Insult
Current Pediatric Reviews Evaluating Protein-protein Interaction (PPI) Networks for Diseases Pathway, Target Discovery, and Drug-design Using `In silico Pharmacology`
Current Protein & Peptide Science Synthesis and Assessment of 3-Substituted Phenazines as Novel Antichlamydial Agents
Medicinal Chemistry Nanocarriers as Prospective Approach in Effective Management of Acne Vulgaris
Micro and Nanosystems Exploring Coumarin and Chalcone Analogues as Potential Antimycobacterial Agents
Anti-Infective Agents Anti-TNF-α Antibody Therapies in Autoimmune Diseases
Current Topics in Medicinal Chemistry Phylogenetic, Sequence Analysis and Structural Studies of Maturase K Proteins from Mangroves
Current Chemical Biology Synthesis and Biological Evaluation of Naphthalene-1,4-dione Derivatives as Potent Antimycobacterial Agents
Medicinal Chemistry Dihydrofolate Reductase as a Model for Enzyme Catalysis
Current Biotechnology Inhibition of Disulfide Reductases as a Therapeutic Strategy
Current Enzyme Inhibition Potential Role of TRP Channels in Cough Hypersensitivity?
Current Respiratory Medicine Reviews Neglected Aspects of Drug Discovery - Microbiological Aspects
Current Clinical Pharmacology Reversal of Tumor Induced Dendritic Cell Paralysis: A Treatment Regimen Against Cancer
Current Immunology Reviews (Discontinued) Enhancing the Alternative Cellular Energy (ACE) Pathway with KELEA Activated Water as Therapy for Infectious Diseases
Infectious Disorders - Drug Targets Antibacterial and Antibiofilm Potentials of Marine Pyrrole-2-Aminoimidazole Alkaloids and their Synthetic Analogs
Mini-Reviews in Medicinal Chemistry Trends in Utilization of the Pharmacological Potential of Chalcones
Current Clinical Pharmacology