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Issue 14, 2017
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Synthesis of triazolidine-3-one derivatives through the nanocellulose/hydroxyapatite-catalyzed reaction of aldehydes and semicarbazide

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Abstract

A novel nanocellulose/hydroxyapatite heterogeneous catalyst was used in the one-pot, two-component synthesis of triazolidine-3-one derivatives, produced from the cyclocondensation reaction between semicarbazide and an aromatic aldehyde. With the use of ethanol solvent, the products formed after a short reaction time (<30 min). The catalyst was characterized by XRD, TEM, SEM-EDS and BET analysis. The main advantages of this protocol were excellent yields (90–96%) of the products, mild and environmentally friendly reaction conditions, good atom-economy, and a simple and fast work-up with the added benefit of a recyclable catalyst, negating the need of chromatographic separations of the intermediates. The twelve triazolidine-3-one derivatives (3a–l) were characterized by 1H, 13C and 15N NMR, FT-IR, and HR-MS and represented a new family of compounds containing the 1,2,4-triazolidin-3-one moiety.

Graphical abstract: Synthesis of triazolidine-3-one derivatives through the nanocellulose/hydroxyapatite-catalyzed reaction of aldehydes and semicarbazide

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Publication details

The article was received on 14 Mar 2017, accepted on 30 May 2017 and first published on 30 May 2017


Article type: Paper
DOI: 10.1039/C7NJ00855D
Citation: New J. Chem., 2017,41, 6455-6463
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    Synthesis of triazolidine-3-one derivatives through the nanocellulose/hydroxyapatite-catalyzed reaction of aldehydes and semicarbazide

    V. Moodley, S. Maddila, S. B. Jonnalagadda and W. E. van Zyl, New J. Chem., 2017, 41, 6455
    DOI: 10.1039/C7NJ00855D

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