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Nickel-Aluminium Layered Double Hydroxide Catalysed One-Pot Synthesis of Thioxo-Dihydroquinazolinones in Green Solvents

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Abstract

Layered double hydroxides (LDHs) are well established inorganic nanomaterials. They are of researcher’s interest due to their anion-exchange capability, high surface-to-volume ratio, enhanced basicity due to hydroxyl anions and lewis acidity due to different metal ions present in the lattice. Their compatibility with environmental friendly solvents like water and alcohol have attracted synthetic chemists to develop green protocol in organic catalysis reactions. Interestingly, there are no reports of utilizing NiAl LDHs as a catalyst for organic transformations in greener condition. In the present study, we have utilized NiAl LDHs as a catalyst for the synthesis of thioxo-dihydroquinazolinones from isatoic anhydride, hydrazides and carbon disulphide. We have synthesized ten thioxo-dihydroquinazolinones with product yield ranging from 77 to 90%. The synthesized thioxo-dihydroquinazolinones possessing differently substituted aryl groups and heterocyclic ring could become a good precursors to discover and develop a new drug molecules. Nontoxic catalyst with both acidic and basic sites, substrate scope, environmental friendly solvents, one-pot operation, simple starting materials, good yields and reusability of NiAl LDHs catalyst up to five cycles are notable features of the present protocol.

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Acknowledgements

Financial support of this work by PhD Research Start-up Foundation of Yulin University Grant (No. 20GK04 and 20GK05) is gratefully acknowledged. The authors extend their appreciation to the Researchers Supporting Project number (RSP2023R381), King Saud University, Riyadh, Saudi Arabia.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Yulin University, Yulin, 719000, Shaanxi, People’s Republic of China

    Santosh Kumar Verma & Rameshwari Verma

  2. Shaanxi Key Laboratory of Low Metamorphic Coal Clean Utilization, Yulin University, Yulin, 719000, Shaanxi, People’s Republic of China

    Santosh Kumar Verma & Rameshwari Verma

  3. Department of Chemistry, College of Science, King Saud University, Riyadh, 11451, Kingdom of Saudi Arabia

    Nabil Al-Zaqri & Abeer A. Alobaid

  4. Department of Radiology, Biomedical Research Imaging Centre, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599, USA

    K. P. Rakesh

  5. Centre for Nano and Material Sciences, Jain University, Jain Global Campus, Ramanagaram, Bangalore, 562112, India

    K. Pramoda

  6. Department of Chemistry, AN-Najah National University, P.O. Box 7, Nablus, Palestine

    Ismail Warad

  7. Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru, 570 006, India

    Kothanahally S. Sharath Kumar

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  1. Santosh Kumar Verma
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  2. Nabil Al-Zaqri
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  4. K. P. Rakesh
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  8. Kothanahally S. Sharath Kumar
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Contributions

SKV: Data curation, Investigation, NAZ: Formal analysis Funding acquisition. KP: Conceptualiation, Funding acquisition, project administration. RV: Data Curation, methodology, Funding acquisition. KPR: Data Curation. IW: methodology, AAA: Revision experiments. KSSK: Conceptualiation, Funding acquisition, writing – original draft, Writing – review & editing, project administration.

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Correspondence to K. Pramoda or Kothanahally S. Sharath Kumar.

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Verma, S.K., Al-Zaqri, N., Verma, R. et al. Nickel-Aluminium Layered Double Hydroxide Catalysed One-Pot Synthesis of Thioxo-Dihydroquinazolinones in Green Solvents. Catal Lett 154, 3035–3045 (2024). https://doi.org/10.1007/s10562-023-04497-7

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