2-methoxy-6-((pyridine-2-ylimino)methyl)phenol | 73447-06-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methoxy-6-((pyridine-2-ylimino)methyl)phenol
• 英文别名: N-(3-methoxysalicylidene)-2-aminopyridine；6-methoxy-2-(2-pyridyliminomethyl)phenol；2-methoxy-6-(pyridin-2-yliminomethyl)phenol
• CAS: 73447-06-0
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: BZMGIOMYUYNGED-UHFFFAOYSA-N

物化性质

• 沸点：
  400.5±40.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-6-((pyridine-2-ylimino)methyl)phenol 、 三甲基碘化亚砜 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 3.25h， 以90%的产率得到N-(7-methoxy-2,3-dihydrobenzofuran-3-yl)pyridin-2-amine
  参考文献：
  名称：

  The [4+1] cyclization reaction of 2-hydroxylimides and trimethylsulfoxonium iodide for the synthesis of 3-amino-2,3-dihydrobenzofurans

  摘要：

  研究了 2-羟基亚胺与三甲基碘化锍的 [4+1] 环化反应。

  DOI：

  10.1039/d2nj03131k
• 作为产物：
  描述：

  2-氨基吡啶 、 邻香草醛 以 乙醇 为溶剂， 生成 2-methoxy-6-((pyridine-2-ylimino)methyl)phenol
  参考文献：
  名称：

  Synthesis, characterization and biological study of Cu(II) complexes of aminopyridine and (aminomethyl)pyridine Schiff bases

  摘要：

  实现了一些氨基吡啶和（氨基甲基）吡啶水杨醛亚胺铜（II）配合物的合成、表征和抗菌活性测定。配体 L1?L6 分别由水杨醛和邻香兰素与 2-和 3-氨基和（氨基甲基）吡啶缩合制备而成。通过微量分析、电子、红外和电导数据对这些配合物进行了表征。希夫碱配体的结构通过 1H 和 13C-NMR 光谱数据得到了进一步证实。这项研究证实，水杨醛亚胺配体可以通过亚胺-N 和未去质子化的酚-O 作为中性物种配位。这些配合物的分子式为[CuLCl]、[Cu(LH)2Cl2]?xH2O 或 [Cu(LH)Cl(H2O)]Cl。[CuL6Cl]的 X 射线晶体结构显示其几何形状为正方形，希夫碱配体与 Cu（II）离子配位为三叉一基 N2O 配体。晶体呈单斜晶系，空间群为 P21/c。筛选了所有配体及其 Cu(II) 复合物对金黄色葡萄球菌亚种 ATCC?6538? *、枯草杆菌亚种 spizenii ATCC?6633？*、大肠杆菌 ATCC？8739?* 和白色念珠菌 ATCC?2091? *。甲氧基的存在增强了水杨醛亚胺席夫碱配体的抗菌活性。

  DOI：

  10.2298/jsc170913002s

文献信息

• Synthesis, IR, and NMR Study of Some Cu(II), Ni(II), Co(II) Complexes of O-Vanillin and 2- Amino Pyridine.
  作者：S. B. Ganjegaonkar、J. H. Deshmukh、P. A. Pawar

  DOI：10.13005/ojc/380425

  日期：2022.8.31

  activity of ligand N(3-ethoxy-2-hyroxybenzylidine)-pyridine-2-amine, and its metal complexes was investigated. Ligand (L4) was synthesized by condensation of 2- aminopyridine and o-vanillin and by making some alterations in the previous method, synthesis of Cu(II), Co(II), and Ni(II) complexes was also carried out. The structure of the synthesised complexes has been defined using microanalysis, conductivity

  在目前的工作中，研究了配体N(3-乙氧基-2-羟基苯亚甲基)-吡啶-2-胺及其金属配合物的抗菌活性。通过2-氨基吡啶和邻香草醛的缩合合成了配体(L4)，并且通过对先前的方法进行一些改变，还进行了Cu(II)、Co(II)和Ni(II)络合物的合成。使用微量分析、电导率测量、电子光谱、红外光谱和核磁共振光谱确定了合成复合物的结构。据观察，与配体相比，复合物对金黄色葡萄球菌、芽孢杆菌、大肠杆菌和肺炎克雷伯菌的活性更强。人们注意到OCH3基团的存在增强了配体的抗菌和抗真菌活性。
• Reactions of cobalt(<scp>ii</scp>) chloride and cobalt(<scp>ii</scp>) acetate with hemisalen-type ligands: ligand transformation, oxidation of cobalt and complex formation. Preliminary study on the cytotoxicity of Co(<scp>ii</scp>) and Co(<scp>iii</scp>) hemisalen complexes
  作者：Magdalena Siedzielnik、Monika Pawłowska、Mateusz Daśko、Hubert Kleinschmidt、Anna Dołęga

  DOI：10.1039/d2ra07089h

  日期：——

  finally one octahedral anionic Co(III) complex [HNEt3][Co(L5)3]. The latter complex formed in a cobalt(II) acetate reaction with a hemisalen HL5 derived from oVP and 2-aminophenol. The molecular structures of all compounds were confirmed by X-ray diffraction, and the cytotoxicity of Co(II) and Co(III) complexes towards cancer cell lines HCT116, HL-60 and normal cell line MRC-5 was studied.

  合成了几种分子钴( II )配合物、一种Co( II )配位聚合物和一种离子型钴( III )配合物与亚胺半沙林配体。hemisalen 配体由邻香兰素 ( o VP) 和多种氨基吡啶（化合物HL1–HL4）或氨基苯酚（化合物HL5）合成。据观察，干燥乙腈中的氯化钴 ( II ) 催化HL1和HL3的转化，而不是复合物的形成。这些亚胺通过自环化转化为N -2''-pyridyl-2,6-dioxo-9-aza-[ c, g ]di-2'-甲氧基苯并壬烷或其甲基衍生物为主要产物。其余反应使用亚胺HL1–HL5和乙酸钴 ( II ) Co(Ac) 2在甲醇或 DMSO/乙腈中进行，从而形成一系列钴络合物。获得了以下系列化合物：两个相似的四面体分子 Co( II ) 配合物 [Co( L1 ) 2 ] 和 [Co( L3 ) 2 ]，一个三核混合配体 Co3 ( Ac) 2 ( L4 ) 2 (
• Sarma, Madhushree Das; Ghosh, Subhojit, Journal of the Indian Chemical Society, 2020, vol. 97, # 8, p. 1295 - 1303
  作者：Sarma, Madhushree Das、Ghosh, Subhojit

  DOI：——

  日期：——
• A new quaternary luminescence enhancement system of Eu–N-(3-methoxysalicylidene)-2-aminopyridine–1,10-phenanthroline–Zn and its application in determining trace amounts of Eu3+ and Zn2+
  作者：Lijuan Zhang、Yugang An、Waqar Ahmad、Yunshan Zhou、Zonghai Shi、Xiaorui Zheng

  DOI：10.1016/j.jphotochem.2012.12.001

  日期：2013.1

  A new sensitive quaternary luminescence enhancement system was developed successfully to determine the trace amounts of Eu3+ and Zn2+. The luminescence intensity of Eu-N-(3-methoxysalicylidene)-2-aminopyridine system was greatly increased by the addition of 1,10-phenanthroline and Zn2+. The excitation and emission wavelengths were 274 and 617 nm, respectively. Under optimal conditions, the luminescence intensity of the system showed a linear response toward Eu3+ in the range of 6.0 x 10(-6)-2.5 x 10(-5) mol L-1 with a detection limit of 2.0 x 10(-9) mol L-1. This method was successfully applied for the determination of trace amounts of Eu3+ in a high purity Gd2O3 matrix and a synthetic matrix. In addition, it was found that under optimal conditions, the luminescence intensity of the system decreased linearly with the increase of Zn2+ concentration, ranging from 2.0 x 10(-6) to 1.8 x 10-5 mol L-1 with a detection limit of 2.8 x 10(-8) mol L-1. This method was also successfully applied to determine the trace amounts of Zn2+ in a high purity Mg(NO3)(2)center dot 6H(2)O matrix and a synthetic sample. The interferences of other lanthanide ions and some common coexisting ions were investigated. The mechanism for energy transfer and luminescence enhancement of this quaternary system was also studied systematically. (C) 2012 Elsevier B.V. All rights reserved.