Abstract
Background: The design of biologically-active compounds is a challenging viewpoint in medicinal chemistry, and pyrazoles play a crucial role as biologically-active molecules.
Methods: Up to now, a few examples have been reported for the synthesis of pyrazoles catalyzed by heterogeneous catalysts. In this work, a new boehmite silylpropyl amine sulfamic (m-SABNPs) was applied as a catalyst for one-pot synthesis of pyrazole derivatives. Results: It was found that this heterogeneous sulfamic acid is a highly efficient catalyst for the syntheses of 5-amino-1,3-aryl-1H-pyrazole-4-carbonitriles and pyrazolopyranopyrimidines in good to excellent yields and can be recovered by a simple filtration of the reaction solution and reused for five consecutive runs without significant loss of catalytic activity. Moreover, its structure was characterized by FT-IR spectroscopy, TGA, XRD, TEM and SEM techniques. Conclusion: An efficient, and convenient method was proposed for the synthesis of pyrazole derivatives catalyzed by heterogeneous sulfamic acid in high-to-excellent yields. This method offers several advantages like milder reaction condition, shorter reaction time, cleaner reaction, and reusability of the catalyst.Keywords: Boehmite nanoparticle, reusable catalyst, sulfamic acid, pyrazoles.
Graphical Abstract
Letters in Organic Chemistry
Title:Boehmite Silylpropyl Amine Sulfamic Acid as an Efficient and Recyclable Catalyst for the Synthesis of some Pyrazole Derivatives
Volume: 14 Issue: 6
Author(s): Rahele Doosti, Mohammad Bakherad*, Mahdi Mirzaee*Khosrow Jadidi
Affiliation:
- School of Chemistry, Shahrood University of Technology, Shahrood 3619995161,Iran
- School of Chemistry, Shahrood University of Technology, Shahrood 3619995161,Iran
Keywords: Boehmite nanoparticle, reusable catalyst, sulfamic acid, pyrazoles.
Abstract: Background: The design of biologically-active compounds is a challenging viewpoint in medicinal chemistry, and pyrazoles play a crucial role as biologically-active molecules.
Methods: Up to now, a few examples have been reported for the synthesis of pyrazoles catalyzed by heterogeneous catalysts. In this work, a new boehmite silylpropyl amine sulfamic (m-SABNPs) was applied as a catalyst for one-pot synthesis of pyrazole derivatives. Results: It was found that this heterogeneous sulfamic acid is a highly efficient catalyst for the syntheses of 5-amino-1,3-aryl-1H-pyrazole-4-carbonitriles and pyrazolopyranopyrimidines in good to excellent yields and can be recovered by a simple filtration of the reaction solution and reused for five consecutive runs without significant loss of catalytic activity. Moreover, its structure was characterized by FT-IR spectroscopy, TGA, XRD, TEM and SEM techniques. Conclusion: An efficient, and convenient method was proposed for the synthesis of pyrazole derivatives catalyzed by heterogeneous sulfamic acid in high-to-excellent yields. This method offers several advantages like milder reaction condition, shorter reaction time, cleaner reaction, and reusability of the catalyst.Export Options
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Cite this article as:
Doosti Rahele, Bakherad Mohammad *, Mirzaee Mahdi*, Jadidi Khosrow, Boehmite Silylpropyl Amine Sulfamic Acid as an Efficient and Recyclable Catalyst for the Synthesis of some Pyrazole Derivatives, Letters in Organic Chemistry 2017; 14 (6) . https://dx.doi.org/10.2174/1570178614666170505113009
DOI https://dx.doi.org/10.2174/1570178614666170505113009 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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