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Design and synthesis of some novel 7-substituted thiosemicarbazinyl-quinolines via Ullmann coupling reaction and examination of their antimicrobial activities

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Abstract

The present work demonstrates functionalization of 4,7-dichloro quinoline via a modified Ullmann coupling reaction concept of varying oxidation state and reaction conditions. Based on these conditions, novel 2-(4-morpholino quinolin-7-yl)-N-substituted phenyl hydrazinyl carbothioamide derivatives have been synthesized. Structures of the final synthesized compounds including intermediates were confirmed by IR, 1H NMR and 13C NMR spectral studies. Examination of biological profiles was carried out against various strains of micro-organisms. SAR and HOMO–LUMO calculations were carried out for judicious design.

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Acknowledgements

We are grateful to Prof. N.K. Shah, Head of the Chemistry Department, School of Sciences, Gujarat University for giving support and facilities. The authors also express their sincere thanks to the Center of Excellence, Department of Chemistry, Saurashtra University, Rajkot for spectral analysis. The authors wish to offer their deep gratitude to Department of Microbiology, School of Sciences, Gujarat University, Ahmedabad for carring out the biological screenings. They are also grateful to GUJCOST, Ghandhinagar for financial support.

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Authors and Affiliations

  1. Department of Chemistry, School of Science, Gujarat University, Ahmedabad, Gujarat, 380 009, India

    Jankiben J. Patel, Anuj P. Patel & Kishor H. Chikhalia

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  1. Jankiben J. Patel
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  2. Anuj P. Patel
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  3. Kishor H. Chikhalia
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Correspondence to Kishor H. Chikhalia.

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Patel, J.J., Patel, A.P. & Chikhalia, K.H. Design and synthesis of some novel 7-substituted thiosemicarbazinyl-quinolines via Ullmann coupling reaction and examination of their antimicrobial activities. Res Chem Intermed 44, 813–828 (2018). https://doi.org/10.1007/s11164-017-3136-8

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  • DOI: https://doi.org/10.1007/s11164-017-3136-8

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