Abstract
(2-Chloro-4-(phenylthio)phenyl)(3-methyl-1-phenyl-5-(phenylthio)-1H-pyrazol-4-yl)methanone was obtained by accident. In order to know the structure of this product, the compound was isolated by column chromatography and recrystallized from EtOH. The compound was characterized by X-ray diffraction. The compound crystallized in the triclinic space group P-1 with a = 9.909(2) Å, b = 11.824(2) Å, c = 13.056(3) Å, α = 63.309(3)°, β = 89.964(4)°, γ = 67.727(3)°, V = 1237.7(4) Å3, Z = 2 and R = 0.0414.
Similar content being viewed by others
References
L. J. Zhang, M. Y. Yang, Z. H. Sun, et al., Lett. Drug Des. Discovery, 11, No. 9, 1107–1111 (2014).
Z. W. Zhai, M. Y. Yang, Z. H. Sun, et al., J. Chem. Res., 39, No. 6, 340–342 (2015).
C. X. Tan, J. Q. Weng, Z. X. Liu, et al., Phosphorus Sulfur Silicon Relat. Elem., 187, No. 8, 990–996 (2012).
S. L. Yan, M. Y. Yang, Z. H. Sun, et al., Lett. Drug Des. Discovery, 11, No. 7, 940–943 (2014).
X. H. Liu, C. X. Tan, and J. Q. Weng, Phosphorus Sulfur Silicon Relat. Elem. 186, No. 3, 552–557 (2011).
Z. W. Zhai, Y. X. Shi, M. Y. Yang, et al., Lett. Drug Des. Discovery, (2016).
X. H. Liu, J. Q. Weng, B. L. Wang, et al., Res. Chem. Intermed., 40, No. 8, 2605–2612 (2014).
Z. H. Sun, Z. W. Zai, M. Y. Yang, et al., Chin. J. Struct. Chem., 33, No. 12, 1779–1783 (2014).
M. Y. Yang, W. Zhao, X. H. Liu, et al., Chin. J. Struct. Chem., 34, No. 2, 203–207 (2015).
X. H. Liu, W. G. Zhao, B. L. Wang, and Z. M. Li, Res. Chem. Intermed. 38, No. 8, 1999–2008 (2012).
X. H. Liu, L. Pan, J. Q. Weng, et al., Mol. Diversity, 16, No. 2, 251–260 (2012).
T. Koshizawa, Y. Yamazaki, T. Ohgiya, and K. Shibuya, Tetrahedron Lett. 71, 3231–3236 (2015).
Z. Eskandariyan, M. E. Zadeh, K. H. M. E. V. Tehrani, et al., Arch. Pharm., 37, No. 3, 332–339 (2014).
C. Y. Ling, L. Q. Fu, S. Gao, et al., J. Med. Chem., 57, No. 11, 4772–4795 (2014).
R. K. Gupta, G. Sharma, R. Pandey, et al., Inorg. Chem., 52, No. 24, 13984–13996 (2013).
W. M. Xu, S. Z. Li, M. He, et al., Bioorg. Med. Chem. Lett., 23, No. 21, 5821–5824 (2013).
J. Boyer, E. Arnoult, M. Medebielle, et al., J. Med. Chem., 54, No. 23, 7974–7985 (2011).
M. A. Fernandez-Rodriguez, Q. L. Shen, J. F. Hartwig, et al., J. Am. Chem. Soc., 128, No. 7, 2180/2181 (2006).
H. J. Xu, X. Y. Zhao, J. Deng, et al., Tetrahedron Lett., 50, No. 4, 434–437 (2009).
J. Suribabu, B. Priyanka, P. S. Tharmalingam, et al., Tetrahedron Lett., 49, No. 9, 1484–1487 (2008).
T. Itoh and T. Mase, Org. Lett. 6, No. 6, 4587–4590 (2004).
I. Sperotto, G. P. M. van Klink, J. G. de Vries, et al., J. Org. Chem., 73, No. 14, 5625–5628 (2008).
C. W. Ying, T. J. Thiruvellore, and H. C. Chien, Org. Lett. 8, No. 8, 5613–5615 (2006).
T. Nobukazu, J. Org. Chem., 69, No. 20, 6904–6906 (2004).
B. L. Wang, J. Wu, Q. X. Liu, et al., Phosphorus Sulfur Silicon Relat. Elem., 190, No. 1, 66–78 (2015).
G. R. Tian, L. Z. Fang, M. G. Wu, et al., Chin. J. Pesticide., 44, No. 5, 204/205 (2005).
X. H. Liu, X. Y. Xu, C. X. Tan, et al., Pest Manage. Sci., 71, No. 2, 292–301 (2015).
X. H. Liu, C. X. Tan, and J. Q. Weng, Phosphorus Sulfur Silicon Relat. Elem. 186, No. 3, 558–564 (2011).
A. Saeed, I. Arshad, and U. Floerke, J. Struct. Chem., 56, No. 2, 396–398 (2015).
Z. W. Zhai, Y. X. Shi, M. Y. Yang, et al., Chin. J. Struct. Chem., 35, No. 1, 25–33 (2016).
O. A. Maiorova, V. S. Grinev, and A. Yu. Yegorova, J. Struct. Chem., 56, No. 4, 803–805 (2015).
J. Q. Weng, L. Wang, and X. H. Liu, J. Chem. Soc. Pak., 34, No. 5, 1248–1252 (2012).
S. Umezono and T. Okuno, J. Struct. Chem., 56, No. 3, 472–474 (2015).
X. H. Liu, Z. W. Zhai, X. Y. Xu, et al., Bioorg. Med. Chem. Lett., 25, No. 23, 5524–5528 (2015).
I. M. Sakhautdinov, I. R. Batyrshin, A. A. Fatykhov, et al., J. Struct. Chem., 54, No. 2, 383–387 (2013).
O. G. Shakirova, V. A. Daletskii, L. G. Lavrenova, et al., J. Struct. Chem., 55, No. 1, 45–52 (2014).
Z. X. Wang, F. F. Jian, C. Y. Duan, Z. P. Bai, and X. Z. You, Acta Crystallogr., C54, 1927–1929 (1998).
J.-J. Xia, J. Struct. Chem., 55, No. 1, 130–133 (2014).
A. M. Astachov, A. D. Vasiliev, D. V. Antishin, et al., J. Struct. Chem., 56, No. 4, 800–802 (2015).
G. M. Sheldrick, SHELXL97, Program for the Refinement of Crystal Structures, University of Göttingen, Germany (1997).
G. M. Sheldrick, Acta Crystallogr., A46, 467–473 (1990).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © 2017 G.-X. Sun, Z.-W. Zhai, Z.-H. Sun, C.-X. Tan, J.-Q. Weng, X.-H. Liu.
The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 58, No. 8, pp. 1713-1717, November-December, 2017.
Rights and permissions
About this article
Cite this article
Sun, GX., Zhai, ZW., Sun, ZH. et al. Synthesis and crystal structure of (2-chloro-4-(phenylthio)phenyl) (3-methyl-1-phenyl-5-(phenylthio)-1H-pyrazol-4-yl)methanone. J Struct Chem 58, 1663–1667 (2017). https://doi.org/10.1134/S002247661708025X
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S002247661708025X