Syntheses, Crystal Structures and Antibacterial Activities of Two Heterocyclic Schiff Base Compounds  

作　　者：杨高山 刘崇波 李恒农 陈园 黄得和 温辉梁 

机构地区：[1]College of Environment and Chemical Engineering,Nanchang Hangkong University [2]State Key Laboratory of Food Science and Technology,Nanchang University

出　　处：《Chinese Journal of Structural Chemistry》2014年第4期528-534,共7页结构化学（英文）

基　　金：Supported by the Natural Science Foundation of China(No.21264011,20961007)

摘　　要：Two heterocyclic Schiff bases were synthesized via the condensation reactions of primary amines with carbonyl compounds. 2-[（4-pyridylmethylene）-amino] phenol （compound 1） was synthesized by the interaction of 4-pyridinecarboxaldehyde with o-aminophenol in ethanol solvent; N,N＇-bis（3-（furan-2-yl）allylidene）benzene-1,4-diamin （compound 2） was synthesized by the interaction of 3-（2-furyl）acrolein with p-phenylenediamine in ethanol medium. The compounds were characterized by elemental analysis, IR, MS and single-crystal X-ray diffraction. Compound 1 （C12H10N2O） crystallizes in the monoclinic system, space group P21/c with α = 7.0771（7）, b = 7.2820（7）, c = 19.849（2）, b = 96.3390（10）°, V = 1016.66（17） ？3, Z = 4, Mr = 198.22, Dc = 1.295 g/cm3, F（000） = 416, GOOF = 1.060, m = 0.085 mm-1, the final R = 0.0371 and wR = 0.0929 for 1497 observed reflections with I 〉 2σ（I）. Compound 2 （C20H16N2O2） crystallizes in the orthorhombic system, space group Fdd2 with α = 26.344（15）, b = 48.50（3）, c = 5.293（3）, V = 6764（7） ？3, Z = 16, Mr = 316.35, Dc = 1.243 g/cm3, F（000） = 2656, GOOF = 1.043, m = 0.081 mm-1, the final R = 0.0526 and wR = 0.1267 for 2059 observed reflections with I 〉 2σ（I）. 1 and 2 molecules are connected through hydrogen bonds to generate a 2D network and a 1D chain structure, respectively. The preliminary antibacterial activity results showed that the title compounds display excellent antibacterial activities to Escherichia coli, Staphylococcus aureus and Bacillus subtilis.Two heterocyclic Schiff bases were synthesized via the condensation reactions of primary amines with carbonyl compounds. 2-[（4-pyridylmethylene）-amino] phenol （compound 1） was synthesized by the interaction of 4-pyridinecarboxaldehyde with o-aminophenol in ethanol solvent; N,N＇-bis（3-（furan-2-yl）allylidene）benzene-1,4-diamin （compound 2） was synthesized by the interaction of 3-（2-furyl）acrolein with p-phenylenediamine in ethanol medium. The compounds were characterized by elemental analysis, IR, MS and single-crystal X-ray diffraction. Compound 1 （C12H10N2O） crystallizes in the monoclinic system, space group P21/c with α = 7.0771（7）, b = 7.2820（7）, c = 19.849（2）, b = 96.3390（10）°, V = 1016.66（17） ？3, Z = 4, Mr = 198.22, Dc = 1.295 g/cm3, F（000） = 416, GOOF = 1.060, m = 0.085 mm-1, the final R = 0.0371 and wR = 0.0929 for 1497 observed reflections with I 〉 2σ（I）. Compound 2 （C20H16N2O2） crystallizes in the orthorhombic system, space group Fdd2 with α = 26.344（15）, b = 48.50（3）, c = 5.293（3）, V = 6764（7） ？3, Z = 16, Mr = 316.35, Dc = 1.243 g/cm3, F（000） = 2656, GOOF = 1.043, m = 0.081 mm-1, the final R = 0.0526 and wR = 0.1267 for 2059 observed reflections with I 〉 2σ（I）. 1 and 2 molecules are connected through hydrogen bonds to generate a 2D network and a 1D chain structure, respectively. The preliminary antibacterial activity results showed that the title compounds display excellent antibacterial activities to Escherichia coli, Staphylococcus aureus and Bacillus subtilis.

关 键 词：HETEROCYCLIC Schiff bases synthesis crystal structure antibacterial activity 

分 类 号：TQ450.1[化学工程—农药化工]