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Synthesis of Dihydropyrimidinones Using Large Pore Zeolites

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Abstract

A series of dihydropyrimidin-2(1H)-one (DHPM) belongs to one of the important class of therapeutic and pharmacological active compound, were synthesized through the multicomponent reactions (MCRs) of aldehydes, ethyl acetoacetate and urea, followed by the heterogeneous catalyzed Biginelli reaction. In the present endeavour, medium (ZSM-5) and large pore zeolites (Y, BEA and MOR) as well as dealuminated zeolites BEA, were studied as catalysts. An excellent activity for DHPMs synthesis is achieved by optimizing accessibility of the reactants to the active sites and the surface polarity of zeolite catalysts. Moreover, the mechanism of Biginelli reaction was studied by means of GAUSSVIEW energy calculations of adsorbed acylimine intermediate on zeolite by using the density functional method (DFT).

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Zeolite assisted heterogeneous Biginelli reaction

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Acknowledgment

The authors are thankful to the Director, SVNIT, Surat, for providing research and financial assistance. The authors would also like to thank Sud-Chemie India Pvt. Ltd., India, for characterization and gift of samples of zeolites.

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Authors and Affiliations

  1. Department of Applied Chemistry, Sardar Vallabhai National Institute of Technology, Surat, Gujarat, India

    Sunil R. Mistry, Suban K. Sahoo & Kalpana C. Maheria

  2. Sud-Chemie India Pvt. Ltd., Nandesari, India

    Rikesh S. Joshi

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  1. Sunil R. Mistry
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  2. Rikesh S. Joshi
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  3. Suban K. Sahoo
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  4. Kalpana C. Maheria
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Correspondence to Kalpana C. Maheria.

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Mistry, S.R., Joshi, R.S., Sahoo, S.K. et al. Synthesis of Dihydropyrimidinones Using Large Pore Zeolites. Catal Lett 141, 1541–1547 (2011). https://doi.org/10.1007/s10562-011-0639-6

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