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






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Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide


Hamza Milad Abosadiya (1,*) orcid

(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)°, = 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


Thiourea; Benzoylthiourea; Antioxidant activity; Benzamide derivative; Single crystal structure; 1-Piperazinecarboxaldehyde

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DOI: 10.5155/eurjchem.11.2.156-159.1981

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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


Abosadiya, H. Eur. J. Chem. 2020, 11(2), 156-159. doi:10.5155/eurjchem.11.2.156-159.1981
Abosadiya, H. Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide. Eur. J. Chem. 2020, 11(2), 156-159. doi:10.5155/eurjchem.11.2.156-159.1981
Abosadiya, H. (2020). Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide. European Journal of Chemistry, 11(2), 156-159. doi:10.5155/eurjchem.11.2.156-159.1981
Abosadiya, Hamza. "Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide." European Journal of Chemistry [Online], 11.2 (2020): 156-159. Web. 8 Jul. 2020
Abosadiya, Hamza. "Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide" European Journal of Chemistry [Online], Volume 11 Number 2 (30 June 2020)

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DOI Link: https://doi.org/10.5155/eurjchem.11.2.156-159.1981

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