Synthesis, crystal structure and biological activity of 1,5-Bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5-yl)pentane-1,5-dione / Wu-Tao M., Dan-Dan G., Zhi-Jin F., Xi-Shuc G., Hai-Bin S., Dunb W., Qian F., Tatianae K., Morzherin Y.Y., Bakulev V.A. // Jiegou Huaxue. - 2013. - V. 32, l. 3. - P. 357-362.

ISSN:
02545861
Type:
Article
Abstract:
The title compound 1,5-bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5- yl)- pentane-1,5-dione (C22H22N2O4S, Mr = 410.49) has been synthesized by the reaction of 4-methyl-1,2,3-thiadiazole-5-carbaldehyde with 4?- methoxyacetophenone, and its structure was characterized by IR, 1H NMR, H RMS, elemental analysis and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group P21/c with a = 11.159(3), b = 9.002(3), c = 20.192(6) Å, β = 93.393(5)°, Z = 4, V = 2024.6(10) Å3, Dc = 1.347 g/cm3, μ = 0.191 mm-1, F(000) = 864, R = 0.0333 and wR (I > 2s(I)) = 0.0840. In this molecule, the 1,2,3-thiadiazol ring is nearly vertical with both phenyl rings, and intermolecular weak hydrogen bonds of C-HO and C-HN types together with p-p stacking interactions and interactions between S(1)N(2) are observed. The above three kinds of interactions extend the molecules into a two-dimensional layer framework. The preliminary biological test showed that the title compound had fungicidal activity. Copyright © 2008 Chinese Journal of Structural Chemistry.
Author keywords:
1,2,3-Thiadiazole; Crystal structure; Fungicidal activity; Synthesis; X-ray diffraction
Index keywords:
нет данных
DOI:
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Affiliations Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, China; State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China; Institute of Plant Protection, Tianjing Academy of Agricultural Sciences, Tianjing 3000192, China; Sichuan Functional Heterocyclic Compounds Engineering Technology Research Center, Lier Chemicals Co., Ltd., No.97 Mianxingdonglu, Mianyang, Sichuan 621000, China; Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU 620002, Ekaterinburg, Russian Federation
Author Keywords 1,2,3-Thiadiazole; Crystal structure; Fungicidal activity; Synthesis; X-ray diffraction
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Correspondence Address Qian, F.; Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, China; email: fanzj@nankai.edu.cn
Language of Original Document English
Abbreviated Source Title Jiegou Huaxue
Source Scopus