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Microwave-assisted green synthesis of new imidazo[2,1-b]thiazole derivatives and their antimicrobial, antimalarial, and antitubercular activities

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Abstract

We have synthesized some imidazo[2,1-b]thiazole derivatives by reaction of 1-(2-amino-4-methylthiazol-5-yl)ethanone or ethyl 2-amino-4-methylthiazole-5-carboxylate with α-bromo aralkyl ketones (phenacyl bromides) in presence of polyethylene glycol-400 (PEG-400) as efficient, inexpensive, biodegradable, and green reaction medium and catalyst (dual nature) under Microwave Irradiation (MWI) at 300 W as well as under thermal heating at 90 °C. Moreover, we also synthesized 1-(2-amino-4-methylthiazol-5-yl)ethanone and ethyl 2-amino-4-methylthiazole-5-carboxylate by one-pot reaction of acetyl acetone/ethyl acetoacetate with N-bromosuccinimide (NBS) and thiourea in presence of PEG-400 under microwave irradiation at 180 W. All synthesized compounds were screened for antimicrobial and antimalarial activities. All compounds were found to show good to excellent antibacterial activity, and some analogs exhibited good antimalarial activity.

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Acknowledgements

The authors are grateful to the Department of Chemistry, Gujarat University, Ahmedabad, for providing the necessary facilities. UGC-Info net and INFLIBNET Gujarat University are acknowledged for providing the e-resource facilities, the NFDD Centre for proton NMR and carbon NMR, and the Synzeal Research Laboratory for mass spectroscopy. R.H.V. is grateful to UGC-BSR [F.7-74/2007 (BSR)] for financial assistance.

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  1. Department of Chemistry, School of Sciences, Gujarat University, Ahmedabad, India

    Rajesh H. Vekariya, Kinjal D. Patel, Mayur K. Vekariya, Neelam P. Prajapati & Hitesh D. Patel

  2. Microcare Laboratory and TRC, Surat, Gujarat, India

    Dhanji P. Rajani & Smita D. Rajani

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  1. Rajesh H. Vekariya
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Vekariya, R.H., Patel, K.D., Vekariya, M.K. et al. Microwave-assisted green synthesis of new imidazo[2,1-b]thiazole derivatives and their antimicrobial, antimalarial, and antitubercular activities. Res Chem Intermed 43, 6207–6231 (2017). https://doi.org/10.1007/s11164-017-2985-5

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