Synthesis and Crystal Structure of (E)2-(3′-Bromo-5′-chloro-salicylidene amino)-4-methyl Pyridine

Synthesis and Crystal Structure of (E)2-(3′-Bromo-5′-chloro-salicylidene amino)-4-methyl Pyridine

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摘要 A new Schiff base compound, 2-bromo-4-chloro-6-[（4-methylpyridin-2-ylimino）methyl]phenol （C13H10BrClN20）, has been synthesized by the condensation of equimolar 3-bromo-5- chlorosalicylaldehyde and 4-methylpyridin-2-ylamine in a methanol solution. The compound was characterized by elemental analysis, IR spectra, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P21 with a = 6.048（3）, b = 14.063（7）, c = 7.623（4） A,β = 97.703（7）°, Z = 2, V = 642.5（6）A3, Dc = 1.683 g/cm3, Mr=325.59, 2（MoKa） = 0.71073A,μ = 3.395 mm^-1, F（000） = 324, R = 0.0370 and wR = 0.0662. A total of 3879 reflections were collected, of which 1970 with I 〉 2σ（I） were observed. As expected, the molecule adopts a trans configuration about the C=N double bond. The benzene and pyridine rings are nearly coplanar （mean deviation from the combined plane is 0.031（3）A）, with their dihedral angle of 3.3（3）°. The preliminary biological tests show that the compound has excellent antibacterial activities. A new Schiff base compound, 2-bromo-4-chloro-6-[（4-methylpyridin-2-ylimino）methyl]phenol （C13H10BrClN20）, has been synthesized by the condensation of equimolar 3-bromo-5- chlorosalicylaldehyde and 4-methylpyridin-2-ylamine in a methanol solution. The compound was characterized by elemental analysis, IR spectra, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P21 with a = 6.048（3）, b = 14.063（7）, c = 7.623（4） A,β = 97.703（7）°, Z = 2, V = 642.5（6）A3, Dc = 1.683 g/cm3, Mr=325.59, 2（MoKa） = 0.71073A,μ = 3.395 mm^-1, F（000） = 324, R = 0.0370 and wR = 0.0662. A total of 3879 reflections were collected, of which 1970 with I 〉 2σ（I） were observed. As expected, the molecule adopts a trans configuration about the C=N double bond. The benzene and pyridine rings are nearly coplanar （mean deviation from the combined plane is 0.031（3）A）, with their dihedral angle of 3.3（3）°. The preliminary biological tests show that the compound has excellent antibacterial activities.

作者 WANG Nong SHt Qi

机构地区 School of Chemical and Biological Engineering School of Civil Engineering

出处《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2008年第2期191-194,共4页 结构化学（英文）

基金 This work was supported by the Natural Science Foundation of Gansu Province (No. 3ZS061-A25-026) ‘Qing Lan’ Talent Engineering Funds by Lanzhou Jiaotong University

关键词 synthesis Schiff base crystal structure antibacterial activity synthesis, Schiff base, crystal structure, antibacterial activity

分类号 O625.632 [理学—有机化学] O621.29 [理学—有机化学]

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Chinese Journal of Structural Chemistry

2008年第2期

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Synthesis and Crystal Structure of (E)2-(3′-Bromo-5′-chloro-salicylidene amino)-4-methyl Pyridine

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