Abstract
A novel bis-heterocyclic compound was synthesized and characterized. The crystal structure of the title compound (C22H20ClN5OS, Mr = 437.94) has been determined by single-crystal X-ray diffraction. The crystal is of triclinic, space group P-1 with a = 8.646 (2), b = 9.148 (3), c = 14.540 (4) Å, α = 94.422 (4), β = 98.500 (4), γ = 102.823 (4)°, V = 1101.8 (5) Å3, Z = 2, F(000) = 312, Dc = 1.320 g/cm3, μ = 0.2900 mm−1, the final R 1 = 0.041000 and wR 2 = 0.1160 for 2675 observed reflections with I > 2σ(I). A total of 5623 reflections were collected, of which 3866 were independent (R int = 0.019000). The fungicidal activity of title compound was determined, the results showed the title compound displayed moderate fungicidal activity against G. zeae Petch, Phytophthora infestans (Mont.) de Bary, Botryosphaeria berengeriana f. sp. piricola (Nose) koganezawa et Sakuma, Fusarium oxysporum f.sp. cucumerinum, and Cercospora arachidicola.
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Nanjunda Swamy S, Sarala BG, Priya BS, Gaonkar SL, Shashidhara Prasad J, Rangapp KS (2006) Bioorg Med Chem Lett 16:999. doi:10.1016/j.bmcl.2005.10.084
Pedro M, Andrea P, Esther Q, José L, Gonzalo J (2006) Heteroat Chem 17:254. doi:10.1002/hc.20182
Elvira AF, Peter BR, George HH (1951) J Am Chem Soc 73:3753. doi:10.1021/ja01152a058
Grenda VJ, Jones RE, Gal G, Sletzinger M (1965) J Org Chem 30:259. doi:10.1021/jo01012a061
Shiokawa K, Tsuboi S, Kagabu S, Moriya K, EP192060,1986 (Chem. Abstr. 1986,104,109672n)
Worthing CR, Hance Surrey RJ (1991) The pesticide manual, 9th edn. British Crop Protection Council, UK, p 488
Bai ZS, Wang DX (1998) Pesticides 37:2
Elkholy YM, Ali KA, Farag AM (2006) Lett Org Chem 3:195. doi:10.2174/157017806775789822
Hunnur RK, Latthe PR, Badami BV (2005) J Chem Res 9:592
Li M, Wang SW, Wen LR, Qi WY, Yang HZ (2005) Chin J Struct Chem 24:64
Sheldrick GM (1997) SHELXS97 and SHELXL97. University of Göttingen, Germany
Bruker (1999) SAINT and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA
Wilson AJ (1992) International table for X-ray crystallography, Vol. C, Kluwer Academic Publisher, Dordrecht, 1992,Tables 6. 1. 1. 4 (500) and 4. 2. 6. 8 (219)
Wang YL, Yu WT, Xu D, Wang XQ, Zhang GH (2005) Acta Crystallogr E61:o971
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Yang, XD., Yu, YY. Synthesis, crystal structure and fungicidal activity of 1-(4-chlorophenyl)-2-(5-((3,5-dimethyl-1H-pyrazol-1-yl)methyl)-4-phenyl-4H-1,2,4-triazol-3-ylthio)ethanone. Struct Chem 19, 693–696 (2008). https://doi.org/10.1007/s11224-008-9362-3
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DOI: https://doi.org/10.1007/s11224-008-9362-3