Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide
Hamza Milad Abosadiya (1,*)
(1) Department of Chemistry, Faculty of Sciences, Bani Waleed University, Bani Waleed, PO Box 5338, Tripoli, Libya
(*) Corresponding Author
Received: 23 Mar 2020 | Revised: 09 May 2020 | Accepted: 10 May 2020 | Published: 30 Jun 2020 | Issue Date: June 2020
Abstract
New benzoylthiourea derivative, N-(4-formylpiperazine-1-carbonothioyl)benzamide was prepared by the reaction of benzoylisothiocyanate with 1-piperazinecarboxaldehyde in acetone as solvent. The compound was characterized by FT-IR and multinuclear 1H and 13C NMR spectroscopy techniques. The benzoylthiourea molecule was obtained in crystalline form by recrystallization in DMSO. Single crystal X-ray diffraction study indicates that compound crystallized in triclinic crystal system and crystal data for C13H15N3O2S, space group P-1 (no. 2), a = 7.3016(9) Å, b = 7.7380(9) Å, c = 12.9815(16) Å, α = 103.581(4)°, β = 102.153(4)°, γ = 102.409(4)°, V = 669.46(14) Å3, Z = 2, T = 296(2) K, μ(MoKα) = 0.243 mm-1, Dcalc = 1.376 g/cm3, 31184 reflections measured (6.72° ≤ 2Θ ≤ 53.46°), 2822 unique (Rint = 0.0582) which were used in all calculations. The final R1 was 0.0501 (>2σ(I)) and wR2 was 0.1493 (all data). Intramolecular N-H···O hydrogen bond is stabilized the trans geometry of the thiono and the carbonyl groups. The heterocyclic piperazine ring makes a dihedral angle of 48.50(15)° with the benzene ring. Antioxidant test by DPPH method showed that compound exhibits good antioxidant activity of about 75%.
Keywords
DOI: 10.5155/eurjchem.11.2.156-159.1981
Links for Article
| | | | | | |
| | | | | | |
Related Articles
Article Metrics
This Abstract was viewed 96 times |
PDF Article downloaded 22 times
Funding information
Ministry of Higher Education of Malaysia; University Kebangsaan, Malaysia; The Ministry Education of Libya; Bani Waleed University, Tripoli, Libya.
References
[1]. Abosadiya, H. M.; Yamin, B. M. J. Mol. Struc. 2019, 1194, 48-56.
https://doi.org/10.1016/j.molstruc.2019.05.060
[2]. Arslan, H.; Florke, U.; Kulcu, N.; Emen, M. F. J. Coord. Chem. 2006, 59(2), 223-228.
https://doi.org/10.1080/00958970500270992
[3]. Selvakumaran, N.; Ng, S. W.; Tiekink, E. R.; Karvembu, R. Inorg. Chim. Acta 2011, 376(1), 278-284.
https://doi.org/10.1016/j.ica.2011.06.031
[4]. Cunha, S.; Macedo, F. C.; Costa, G. A.; Rodrigues, M. T.; Verde, R. B.; Souza, N. L. C.; Vencato, I.; Lariucci, C.; Sa, F. P. Monatsh. Chem. Chem. Monthly 2007, 138(5), 511-516.
https://doi.org/10.1007/s00706-007-0600-y
[5]. Liu, W.; Zhou, J.; Zhang, T.; Zhu, H.; Qian, H.; Zhang, H.; Huang, W.; Gust, R. Bioorg. Med. Chem. Lett. 2012, 22(8), 2701-2704.
https://doi.org/10.1016/j.bmcl.2012.03.002
[6]. Xu, X.; Qian, X.; Li, Z.; Huang, Q.; Chen, G. J. Fluorine Chem. 2003, 121(1), 51-54.
https://doi.org/10.1016/S0022-1139(02)00330-5
[7]. Narayana, B.; Raj, K. V.; Ashalatha, B. V.; Kumari, N. S.; Sarojini, B. K. Eur. J. Med. Chem. 2004, 39(10), 867-872.
https://doi.org/10.1016/j.ejmech.2004.06.003
[8]. Pete, U. D.; Zade, C. M.; Bhosale, J. D.; Tupe, S. G.; Chaudhary, P. M.; Dikundwar, A. G.; Bendre, R. S. Bioorg. Med. Chem. Lett. 2012, 22(17), 5550-5554.
https://doi.org/10.1016/j.bmcl.2012.07.017
[9]. Yang, W.; Liu, H.; Li, M.; Wang, F.; Zhou, W.; Fan, J. J. Inorg. Biochem. 2012, 116, 97-105.
https://doi.org/10.1016/j.jinorgbio.2012.08.001
[10]. Del Campo, R.; Criado, J. J.; Gheorghe, R.; Gonzalez, F. J.; Hermosa, M. R.; Sanz, F.; Manzano, J. L.; Monte, E.; Rodriguez-Fernandez, E. J. Inorg. Biochem. 2004, 98(8), 1307-1314.
https://doi.org/10.1016/j.jinorgbio.2004.03.019
[11]. Mohamadou, A.; Dechamps-Olivier, I.; Barbier, J. P. Polyhedron 1994, 13(9), 1363-1370.
https://doi.org/10.1016/S0277-5387(00)81702-7
[12]. Merdivan, M.; Gungor, A.; Savasci, S.; Aygun, R. S. Talanta 2000, 53(1), 141-146.
https://doi.org/10.1016/S0039-9140(00)00464-1
[13]. Bozkurt, S. S.; Merdivan, M. Environ. Monitor. Asses. 2009, 158(1-4), 15-21.
https://doi.org/10.1007/s10661-008-0561-6
[14]. Mahdavi, M.; Shirazi, M. S.; Taherkhani, R.; Saeedi, M.; Alipour, E.; Moghadam, F. H.; Moradi, A.; Nadri, H.; Emami, S.; Firoozpour, L.; Shafiee, A. Eur. J. Med. Chem. 2014, 82, 308-313.
https://doi.org/10.1016/j.ejmech.2014.05.054
[15]. Bruker Analytical X-ray Systems, SHELXTL-79, Madison, Wiskonsin, USA, 2013.
[16]. Saeed, A.; Mumtaz, A.; Florke, U. Eur. J. Chem. 2010, 1(2), 73-75.
https://doi.org/10.5155/eurjchem.1.2.73-75.34
[17]. Abosadiya, H. M.; Hasbullah, S. A.; Yamin, B. M. Spectrochim. Acta A 2015, 144, 115-124.
https://doi.org/10.1016/j.saa.2015.01.092
[18]. Al-Abbasi, A. A.; Yamin, B. M.; Kassim, M. B. Acta Crystallogr. E 2011, 67(8), o1891-o1891.
https://doi.org/10.1107/S1600536811025013
Supporting information
The Supplementary Material for this article can be found online at: Supplementary files
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.11.2.156-159.1981
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2020, 11(2), 156-159 | doi: https://doi.org/10.5155/eurjchem.11.2.156-159.1981 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c) 2020 Authors
This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at http://www.eurjchem.com/index.php/eurjchem/pages/view/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (http://www.eurjchem.com/index.php/eurjchem/pages/view/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).
© Copyright 2010 - 2020 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2020 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.