One-pot Synthesis,Crystal Structures and Antimicrobial Activities of Two New 1,4-Disubstituted 1,2,3

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Two new 1,4-disubstituted 1,2,3-triazoles-4-carboxylates were synthesized via click reaction. Compound 1a was synthesized by the interaction of 6-nitro-tetrazolo[1.5-a]-pyridine with ethyl propynoate at room temperature in the presence of Cu(OAc)2 as a catalyst and THF as solvent. Compound 1b was also synthesized by the same manner except that tert-butyl propionate, instead of ethyl propynoate, was used. The compounds were characterized by IR, 1H-NMR, 13C-NMR and single-crystal X-ray diffraction analysis. Compound 1a(C10H9N5O4) crystallizes in the triclinic system, space group P1 with a = 5.0894(9), b = 8.9834(13), c = 13.089(2) ?, α= 83.041(7), β= 80.256(7), γ=87.296(8)°, V = 585.24(16)?3, Z = 2, Mr = 263.22, crystal size(mm) = 0.37 × 0.20 ×0.18,(I > 2σ(I)) = 8557, 2493, 1229, Rint = 0.057. Compound 1b(C12H13N5O4) crystallizes in the monoclinic system, space group P21/c with a = 6.8854(5), b = 21.783(2), c = 9.3986(8) ?,β = 93.239(4)°, V = 1407.4(2)?3, Z = 4, Mr = 291.27, crystal size(mm) = 0.38 × 0.22 × 0.20,(I > 2σ(I)) = 11842, 3172, 1866, Rint = 0.047. Antimicrobial assay results showed that the title compounds display excellent activities to different bacterial and fungal strains. Compound 1a was synthesized by the interaction of 6-nitro-tetrazolo [1.5-a] -pyridine with ethyl propynoate at room temperature in the presence of Cu (OAc) 2 as a catalyst and THF as solvent. Compound 1b was also synthesized by the same manner except that tert-butyl propionate, instead of ethyl propynoate, was used. Compound 1a (C10H9N5O4) crystallizes in the triclinic system, space group P1 with a = 5.0894 (9), b = 8.9834 (13), c = 13.089 (2) α = 83.041 (7), β = 80.256 (7), γ = 87.296 (8) °, V = 585.24 (16)? 3, Z = 2, Mr = 263.22, crystal size (mm) = 0.37 × 0.20 (I> 2σ (I)) = 8557, 2493, 1229, Rint = 0.057. Crystallization of the compound 1b (C12H13N5O4) in the monoclinic system, space group P21 / c with a = 6.8854 (5), b = 21.783 C = 9.3986 (8) ?, β = 93.239 (4) °, V = 1407.4 (2)? 3, Z = 4, Mr = 291.27, cry stal size (mm) = 0.38 × 0.22 × 0.20, (I> 2σ (I)) = 11842, 3172, 1866, Rint = 0.047 Antimicrobial assay results showed that the title compounds display excellent activities to different bacterial and fungal strains.
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