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Solid acid TS-1 catalyst: an efficient catalyst in Knoevenagel condensation for the synthesis of 5-arylidene-2,4-thiazolidinediones/Rhodanines in aqueous medium

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Abstract

TS-1 zeolite was prepared for the synthesis of 5-arylidene-2,4-thiazolidinediones/Rhodanines in aqueous medium by incorporating titanium(IV) cations in a silicate-1 framework using hydrothermal treatment and characterized by using XRD, EDX, BET, FT-IR and SEM techniques. The catalytic activity of the catalyst was tested for Knoevenagel condensation reaction. The condensation of active ethylene 2,4-thiazolidinedione with substituted aryl aldehydes under aqueous medium at 90 °C afforded the corresponding product in excellent yield up to 92% within 30 min. The present method offers several advantages over the reported methods such as easy separation of catalyst, simple work-up procedure, and an excellent yield of desired product. Furthermore, the catalyst could be reused without significant loss in activity.

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Acknowledgements

We are grateful to the Head, Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad-431004(MS), India for providing the laboratory facility. The corresponding author MKL is thankful to UGC New Delhi (INDIA) for providing a grant under major research project F. No. 43-184/2014 (SR). The authors are thankful to IIT Chennai and Mumbai, STIC Cochin and SAIF Chandigarh for providing characterization facilities.

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  1. Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, Maharashtra, 431004, India

    Sachin P. Gadekar, Sudarshan S. Dipake, Suresh T. Gaikwad & Machhindra K. Lande

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  1. Sachin P. Gadekar
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  2. Sudarshan S. Dipake
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  3. Suresh T. Gaikwad
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  4. Machhindra K. Lande
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Correspondence to Machhindra K. Lande.

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Gadekar, S.P., Dipake, S.S., Gaikwad, S.T. et al. Solid acid TS-1 catalyst: an efficient catalyst in Knoevenagel condensation for the synthesis of 5-arylidene-2,4-thiazolidinediones/Rhodanines in aqueous medium. Res Chem Intermed 44, 7509–7518 (2018). https://doi.org/10.1007/s11164-018-3570-2

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