Synthesis and Crystal Structure of 5-(p-Tolyl)-4-[2-(2,4-dichlorophenoxy)acetamido]-1,2,4-triazole-3

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A novel compound 5-(p-tolyl)-4-[2-(2,4-dichlorophenoxy)acetamido]-1,2,4-tria zole-3-thione 2a has been synthesized by the reaction of 5-(p-tolyl)-4-amino-1,2,4-triazole-3-thione 1 with 2-(2,4-dichlorophenoxy)acetyl chloride. Interestingly, the title compound 2 was obtained when 2a crystallizes from a mixed solution of petroleum ether and ethyl acetate, and it has been characterized by elemental analysis, IR,1H NMR spectra and single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P(1) with a=9.780(5), b=10.876(6), c=11.615(6)(A),α= 104.822(7),β= 94.105(6), γ= 94.305(6)°, V = 1185.7(11)(A)3, Z=2,μ = 0.397 mm-1, Mr=497.39, Dx= 1.393 g/cm3, F(000) = 516, S = 1.097, the final R = 0.0730 and wR = 0.2133 for 4111 unique reflections (Rint = 0.0525) with 3212 observed ones. The dihedral angles made by the triazole ring with the methyl- and chloro-substituted benzene rings are 43.5(7) and 50.2(9)°, respectively.lattice stabilize the crystal structure.
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