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Nanosilica-bonded N-(propylsulfonyl) piperazine-N-sulfamic acid as recyclable catalyst for synthesis of 1,1′-(arylmethylene) diureas and 1,3,5-triazinane-2,4-dithiones

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Abstract

Nanosilica-bonded N-(propylsulfonyl) piperazine-N-sulfamic acid was easily prepared by functionalizing silica nanoparticles and characterized by thermogravimetric analysis, scanning electron microscopy, infrared (IR) spectroscopy, elemental analyses, and ion-exchange pH analysis. The catalytic activity of the functionalized nanosilica for preparation of 1,1′-(arylmethylene) diureas from reaction of aldehydes with urea derivatives was examined. The efficient effect of this catalyst led to preparation of 1,1′-(arylmethylene) diureas in high yield. The reaction of aldehydes with thiourea under the same reaction conditions afforded high yield of 1,3,5-triazinane-2,4-dithiones. Catalyst reusability, simple workup procedure, and short reaction time are other advantages of this protocol.

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Acknowledgments

The authors are grateful for the facilities provided to carry out research in Chemistry Research Laboratory at Abadan Branch, Islamic Azad University.

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Authors and Affiliations

  1. Department of Chemical Engineering, Abadan Branch, Islamic Azad University, Abadan, Iran

    Parizad Rezaee

  2. Chemistry Department, Production Technology Research Institute –ACECR, Ahvaz, Iran

    Jamal Davarpanah

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  1. Parizad Rezaee
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  2. Jamal Davarpanah
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Correspondence to Parizad Rezaee.

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Rezaee, P., Davarpanah, J. Nanosilica-bonded N-(propylsulfonyl) piperazine-N-sulfamic acid as recyclable catalyst for synthesis of 1,1′-(arylmethylene) diureas and 1,3,5-triazinane-2,4-dithiones. Res Chem Intermed 42, 6815–6830 (2016). https://doi.org/10.1007/s11164-015-2376-8

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