Synthesis, spectroscopic characterization, crystal structure and antifungal activity of thiourea derivatives containing a thiazole moiety

Sohail Saeed; Naghmana Rashid; Peter Jones; Rizwan Hussain; Moazzam Bhatti

doi:10.2478/s11532-010-0014-2

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Synthesis, spectroscopic characterization, crystal structure and antifungal activity of thiourea derivatives containing a thiazole moiety

Sohail Saeed

Department of Chemistry, Research Complex, Allama Iqbal Open University, Islamabad, Pakistan
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/ Naghmana Rashid

Department of Chemistry, Research Complex, Allama Iqbal Open University, Islamabad, Pakistan
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/ Peter Jones

Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Postfach 3329, 38023, Braunschweig, Germany
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/ Rizwan Hussain

National Engineering & Scientific Commission, P.O. Box 2801, Islamabad, Pakistan
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/ Moazzam Bhatti

Department of Chemistry, Research Complex, Allama Iqbal Open University, Islamabad, Pakistan
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Published Online: 2010-04-25 | DOI: https://doi.org/10.2478/s11532-010-0014-2

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Abstract

Four novel thiourea derivatives containing a thiazole moiety were synthesized and characterized by IR, 1H and 13C NMR, mass spectrometry and elemental analysis. The crystal structure of 1a was determined from single crystal X-ray diffraction data. It crystallizes in monoclinic space group P21/n with unit cell dimensions a = 11.7752(6) Å, b= 3.8677(2) Å, c= 27.4126(13) Å and β = 92.734(5) Å. There is a strong intramolecular hydrogen bond of the type N-H⋯O, with H⋯O distance of 2.5869(19) Å. The mass fragmentation pattern has also been discussed. The antifungal activity of the synthesized compounds was studied by broth micro-dilution method and poisoned food technique. The compounds 1b and 1c possessed a broad spectrum of antifungal activity.

Keywords: Thiourea derivatives; Thiazole; X-ray structure determination; Mass fragmentation; Antifungal activity

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About the article

Published Online: 2010-04-25

Published in Print: 2010-06-01

Citation Information: Open Chemistry, Volume 8, Issue 3, Pages 550–558, ISSN (Online) 2391-5420, DOI: https://doi.org/10.2478/s11532-010-0014-2.

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