Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/51344
Title: Synthesis, X-ray structure and bioactivity of N-4-methyl-1,2,3-thiadiazole- 5-carbonyl-N'-3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxyl)phenyl urea
Authors: Guo, Dan Dan
Wang, Dun
Fan, Zhi Jin
Li, Juan Juan
Song, Hai Bin
Fan, Qian
Kalinina, Tatiana A.
Morzherin, Y. Y.
Belskaya, N. P.
Bakulev, V. A.
Issue Date: 2012
Citation: Synthesis, X-ray structure and bioactivity of N-4-methyl-1,2,3-thiadiazole- 5-carbonyl-N'-3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxyl)phenyl urea / Dan Dan Guo, Dun Wang, Zhi Jin Fan, Juan Juan Li, Hai Bin Song, Qian Fan, Tatiana A. Kalinina, Y. Y. Morzherin, N. P. Belskaya, V. A. Bakulev // Jiegou Huaxue. — 2012. — Vol. 31. — № 12. — P. 1721-1728.
Abstract: The title compound N-4-methyl-1,2,3-thiadiazole-5-carbonyl-N'-3,5-dichloro- 4- (1,1,2,2- tetrafluoroethoxyl)phenyl urea (C13H8Cl 2F4N4O3S, Mr = 447.19) has been synthesized from 4-methyl- 1,2,3-thiadiazole-5-carbonyl chloride as the starting material, and its structure was characterized by proton Nuclear Magnetic Resonance (1H NMR), Infra Red Spectroscopy (IR), high-resolution mass spectroscopy (HRMS), and single-crystal X-ray diffraction. The crystal of the title compound belongs to triclinic, space group P1 with a = 6.0780(8), b = 11.3760(14), c = 12.1440(18) Å, α = 96.887(7), β = 91.027(12), γ = 104.252(13)°, Z = 2, V = 806.98(19) Å3, Dc = 1.840 g/cm3, μ = 0.601 mm-1, F(000) = 448, R = 0.0450 and wR = 0.0869. X-ray analysis indicates that the 1,2,3-thiadiazole ring is not coplanar with the phenyl ring, and the dihedral angle is 33.57°. Two intermolecular hydrogen bonds N(2)-H···O(1), S(1)·H-C(11), and three weak intermolecular interactions, C(11) ·O(1), N(1) ·O(2) and S·O(1), are observed. The bioassay results indicate that the title compound has good insecticidal activity against Culex pipiens pallens and good induction activity for tobacco against tobacco mosaic virus which is equal to that of TDL.
Keywords: 1,2,3-THIADIAZOLE
BIOLOGICAL ACTIVITY
CRYSTAL STRUCTURE
SYNTHESIS
URI: https://elar.urfu.ru/handle/10995/51344
http://hdl.handle.net/10995/51344
SCOPUS ID: 84870941837
WOS ID: 000313530200005
PURE ID: 1071188
ISSN: 0254-5861
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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