Synthesis, X-ray Structure aSynthesis, X-ray Structure and Bioactivity of N-4-Methyl-1,2,3-thiadiazo

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The title compound N-4-methyl-1,2,3-thiadiazole-5-carbonyl-N?-3,5-dichloro-4- (1,1,2,2- tetrafluoroethoxyl)phenyl urea (C13H8Cl2F4N4O3S, 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 P with a = 6.0780(8), b = 11.3760(14), c = 12.1440(18) , α = 96.887(7), β = 91.027(12), γ = 104.252(13)°, Z = 2, V = 806.98(19) ·3, 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. The title compound N-4-methyl-1,2,3-thiadiazole-5-carbonyl-N-3,5-dichloro-4- (1,1,2,2- tetrafluoroethoxyl) phenyl urea (C13H8Cl2F4N4O3S, 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) The crystal of the title compound belongs to triclinic, space group P with a = 6.0780 (8), b = 11.3760 (14), c = 12.1440 (18) , α = 96.887 (7), β = 91.027 (12), γ = 104.252 (13) °, Z = 2, V = 806.98 (19) · 3, Dc = 1.840 g / cm 3, 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 (1) ... N (2) -H ... O (1), S (1) ... HC (11), and three weak intermolecular interactions, C ... O (1 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.
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