Ultrasound Aided Expedient Synthesis, Characterization and Antimicrobial Studies of Fluorenyl-Hydrazono-Thiazole Derivatives

Avneet Pal Kaur; Deepika Gautam

doi:10.14233/ajchem.2019.22118

Issue

Vol. 31 No. 10 (2019): Vol 31 Issue 10

Issue Published : August 30, 2019

This work is licensed under a Creative Commons Attribution 4.0 International License.

Ultrasound Aided Expedient Synthesis, Characterization and Antimicrobial Studies of Fluorenyl-Hydrazono-Thiazole Derivatives

https://doi.org/10.14233/ajchem.2019.22118

Avneet Pal Kaur

Department of Chemistry, Sant Baba Bhag Singh University, Jalandhar-144030, India

Deepika Gautam

Department of Chemistry, Sant Baba Bhag Singh University, Jalandhar-144030, India

Corresponding Author(s) : Deepika Gautam

dpkgtm641@gmail.com

Asian Journal of Chemistry, Vol. 31 No. 10 (2019): Vol 31 Issue 10
Article Published : August 30, 2019

Abstract

Ultrasound assisted facile synthesis of fluorenyl-hydrazonothiazoles (4a-d) in quantitative yields by the condensation of 2-(9H-fluoren-9-ylidene)hydrazinecarbothioamide (2) with substituted phenacyl bromides in presence of dimethyl formamide has been reported. The reaction of carbothioamide 2 with α-haloacids resulted in to fluorenyl-hydrazonothiazolidin-4-ones (3). The structural characterization of the cyclized products have been established by elemental analysis and spectral data (IR, NMR and mass). The antimicrobial studies of the synthesized compounds are also reported.

Keywords

Thiazole Halo acid Fluorenone Phenacyl bromide Antimicrobial activity

Kaur, A. P., & Gautam, D. (2019). Ultrasound Aided Expedient Synthesis, Characterization and Antimicrobial Studies of Fluorenyl-Hydrazono-Thiazole Derivatives. Asian Journal of Chemistry, 31(10), 2245–2248. https://doi.org/10.14233/ajchem.2019.22118

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References

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A. Zablotskaya, I. Segal, A. Geronikaki, T. Eremkina, S. Belyakov, M. Petrova, I. Shestakova, L. Zvejniece and V. Nikolajeva, Eur. J. Med. Chem., 70, 846 (2013); https://doi.org/10.1016/j.ejmech.2013.10.008.

W.C. Patt, H.W. Hamilton, M.D. Taylor, M.J. Ryan, D.G. Taylor Jr., C.J.C. Connolly, A.M. Doherty, S.R. Klutchko, B.A. Steinbaugh, I. Sircar, B.L. Batley, C.A. Painchaud, S.T. Rapundalo, B.M. Michniewicz and S.C. Olsen, J. Med. Chem., 35, 2562 (1992); https://doi.org/10.1021/jm00092a006.

M.H.M. Helal, M.A. Salem, M.S.A. El-Gaby and M. Aljahdali, Eur. J. Med. Chem., 65, 517 (2013); https://doi.org/10.1016/j.ejmech.2013.04.005.

J.C. Jaen, L.D. Wise, B.W. Caprathe, H. Tecle, S. Bergmeier, C.C. Humblet, T.G. Heffner, L.T. Meltzer and T.A. Pugsley, J. Med. Chem., 33, 311 (1990); https://doi.org/10.1021/jm00163a051.

H.M. Kasralikar, S.C. Jadhavar, S.V. Goswami, N.S. Kaminwar and S.R. Bhusare, Bioorg. Chem., 86, 437 (2019); https://doi.org/10.1016/j.bioorg.2019.02.006.

H. Chen, T. Yang, S. Wei, H. Zhang, R. Li, Z. Qin and X. Li, Bioorg. Med. Chem. Lett., 22, 7041 (2012); https://doi.org/10.1016/j.bmcl.2012.09.100.

R.F. George, E.M. Samir, M.N. Abdelhamed, H.A. Abdel-Aziz and S.E-S. Abbas, Bioorg. Chem., 83, 186 (2019); https://doi.org/10.1016/j.bioorg.2018.10.038.

G.S. Hassan, S.M. El-Messery, F.A.M. Al-Omary and H.I. El-Subbagh, Bioorg. Med. Chem. Lett., 22, 6318 (2012); https://doi.org/10.1016/j.bmcl.2012.08.095.

A.M. Al-O. Fatmah, S.H. Ghada, S.M. El-Messery and H.I. El-Subbagh, Eur. J. Med. Chem., 47, 65 (2012); https://doi.org/10.1016/j.ejmech.2011.10.023.

R. Sadashiva, D. Naral, J. Kudva, S.M. Kumar, K. Byrappa, R.M. Shafeeull and M. Kumsig, J. Mol. Struct., 1145, 18 (2017); https://doi.org/10.1016/j.molstruc.2017.05.066.

X.Q. Deng, M.X. Song, C.X. Wei, F.N. Li and Z.S. Quan, Iran. J. Pharm. Res., 13, 459 (2014).

K.Z. Laczkowski, K. Salat, K. Misiura, A. Podkowa and N. Malikowska, J. Enzyme Inhib. Med. Chem., 31, 1576 (2016); https://doi.org/10.3109/14756366.2016.1158172.

P. Gautam, D. Gautam and R.P. Chaudhary, J. Mol. Struct., 1160, 333 (2018); https://doi.org/10.1016/j.molstruc.2018.02.003.

D. Gautam and R.P. Chaudhary, Spectrochim. Acta A Mol. Biomol. Spectrosc., 135, 219 (2015); https://doi.org/10.1016/j.saa.2014.06.134.

A.K. Hijazi, Q.A. Salem, A. Ajlouni and Z.A. Taha, Z. Kristallogr. NCS, 231, 129 (2016); https://doi.org/10.1515/ncrs-2015-0058.

R. Singla, D. Gautam, P. Gautam and R.P. Chaudhary, Phosphorus Sulfur Silicon Rel. Elem., 191, 740 (2016); https://doi.org/10.1080/10426507.2015.1073282.

J.G. Colle, A.G. Fraser, J.P. Duguid and B.P. Marmion, Practical Medical Microbiology, Churchill Livingstone: London, edn 13 (1989).

Issue

Vol. 31 No. 10 (2019): Vol 31 Issue 10

Ultrasound Aided Expedient Synthesis, Characterization and Antimicrobial Studies of Fluorenyl-Hydrazono-Thiazole Derivatives

Corresponding Author(s) : Deepika Gautam

Abstract

Keywords

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