Rahele Doosti, Mohammad Bakherad*, Mahdi Mirzaee* and Khosrow Jadidi Pages 450 - 460 ( 11 )
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.
Boehmite nanoparticle, reusable catalyst, sulfamic acid, pyrazoles.
School of Chemistry, Shahrood University of Technology, Shahrood 3619995161, School of Chemistry, Shahrood University of Technology, Shahrood 3619995161, School of Chemistry, Shahrood University of Technology, Shahrood 3619995161, Department of Chemistry, Shahid Beheshti University, Tehran 1983963113