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One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
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Waste-Derived Copper Flakes for Solvent-Free Reductive Acetamidation of Nitroarenes
Nicky Kumar Lamba1, Pawan Choudhary1, Twinkle1
1Department of Chemistry, Malaviya National Institute of Technology Jaipur, J.L.N. Marg, Jaipur-302017, India.
Langmuir : the ACS Journal of Surfaces and Colloids
|August 28, 2024
Summary
Waste-derived copper flakes catalyze nitroarene conversion to acetanilides efficiently. This green chemistry approach yields high results for paracetamol synthesis.
Area of Science:
- Green Chemistry
- Catalysis
- Organic Synthesis
Background:
- Nitroarenes are key intermediates in synthesizing valuable organic compounds.
- Developing sustainable and efficient catalytic methods is crucial for reducing chemical waste.
- Heterogeneous catalysts offer advantages in separation and reusability.
Purpose of the Study:
- To investigate the use of waste-derived copper flakes as heterogeneous catalysts.
- To develop a solvent-free, one-pot method for reductive acetamidation of nitroarenes.
- To explore the synthesis of acetanilide and related compounds, including pharmaceuticals.
Main Methods:
- Isolation of metallic copper flakes (f-ZCu) from industrial copper waste.
- Utilizing f-ZCu as a catalyst for the reductive acetamidation of nitroarenes under solvent-free conditions.
- Characterization of the catalyst and reaction products using spectroscopic analyses.
Main Results:
- Successful synthesis of acetanilide from nitroarenes with a yield of approximately 82%.
- Achieved synthesis in a single step and solvent-free conditions within 6 hours.
- Demonstrated the method's versatility by synthesizing nine different substrates, including paracetamol on a gram scale.
Conclusions:
- Waste-derived copper flakes (f-ZCu) are effective heterogeneous catalysts for reductive acetamidation.
- The developed method is efficient, sustainable, and applicable to pharmaceutical synthesis.
- The study proposes a plausible reaction mechanism based on catalyst analysis.
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