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A Novel Triazole Bonded Silica Heterogeneous Catalyst for the One-Pot Synthesis of Pyrazolopyranopyrimidines and Dihydro-1H-pyrano[2,3-c]pyrazol-6-ones

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Abstract

We described here, the preparation of silica bonded n-propyl-4H-1,2,4-triazol-3-amine chloride by the reaction of 3-chloropropyl silica and 3-amino-1,2,4-triazole as a novel heterogeneous catalyst. The structure of the catalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), differential thermal analysis (DTA), dispersive X-ray spectroscopy (EDX), and scanning electronic microscopy (SEM). These techniques confirmed the catalyst was successfully synthesized. For evaluation of the catalytic activity and reusability of the catalyst, it was employed for the one-pot synthesis of dihydro-1H-pyrano[2,3-c]pyrazol-6-one and pyrazolopyranopyrimidine scaffolds. These compounds were prepared via the four-component catalytic reaction of hydrazine hydrate, ethyl acetoacetate, aromatic aldehydes, and Meldrum’s acid or barbituric acid (dimethylbarbituric acid). After completion of the reaction, the rapid separation and facial recycling of the catalyst were accomplished.

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Acknowledgements

We are thankful to the University of Sistan and Baluchestan Research Council for the partial support of this research.

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Authors and Affiliations

  1. Department of Production and Utilization of Medicinal Plants, Faculty of Agriculture, Higher Education Complex of Saravan, Saravan, Iran

    Fatemeh Rigi

  2. Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan, Iran

    Fatemeh Rigi & Hamid Reza Shaterian

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  1. Fatemeh Rigi
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  2. Hamid Reza Shaterian
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Correspondence to Fatemeh Rigi.

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Rigi, F., Shaterian, H.R. A Novel Triazole Bonded Silica Heterogeneous Catalyst for the One-Pot Synthesis of Pyrazolopyranopyrimidines and Dihydro-1H-pyrano[2,3-c]pyrazol-6-ones. Chemistry Africa 5, 1255–1263 (2022). https://doi.org/10.1007/s42250-022-00408-2

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