(E)-4-chloro-N-(pyridine-2-ylmethylene)benzeneamine | 42910-73-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-chloro-N-(pyridine-2-ylmethylene)benzeneamine
• 英文别名: N-(4-(chloro)phenyl)pyridine-2-aldimine；N-(p-chlorophenyl)pyridine-2-aldimine
• CAS: 42910-73-6
• 化学式: C₁₂H₉ClN₂
• 分子量: 216.67
• InChiKey: UFHVTXSPQOHDHD-OQLLNIDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-4-chloro-N-(pyridine-2-ylmethylene)benzeneamine 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 23.5h， 生成 Tert-butyl 2-(3-chlorophenyl)-3-oxo-1-pyridin-2-yl-2,7-diazaspiro[3.5]nonane-7-carboxylate
  参考文献：
  名称：

  Azetidinone Derivatives and Methods of Use Thereof

  摘要：

  本发明涉及吲哚酮衍生物，包含吲哚酮衍生物的组合物以及治疗或预防脂质代谢紊乱、疼痛、糖尿病、血管疾病、脱髓鞘病或非酒精性脂肪肝病的方法，包括向患者投予有效量的吲哚酮衍生物。

  公开号：

  US20080076751A1
• 作为产物：
  描述：

  吡啶-2-甲醛 、 3-氯苯胺 以 异丙醇 为溶剂， 反应 44.0h， 生成 (E)-4-chloro-N-(pyridine-2-ylmethylene)benzeneamine
  参考文献：
  名称：

  Azetidinone Derivatives and Methods of Use Thereof

  摘要：

  本发明涉及吲哚酮衍生物，包含吲哚酮衍生物的组合物以及治疗或预防脂质代谢紊乱、疼痛、糖尿病、血管疾病、脱髓鞘病或非酒精性脂肪肝病的方法，包括向患者投予有效量的吲哚酮衍生物。

  公开号：

  US20080076751A1

文献信息

• Synthesis and X-ray Crystal Structures of Two Luminescent Imidazopyridinium Derivatives from the Corresponding N-(aryl)-Pyridine-2-aldimines
  作者：Kamala Mitra、Subhendu Biswas、Shyamal Kumar Chattopadhyay、C. Robert Lucas、Bibhutosh Adhikary

  DOI：10.1007/s10870-007-9212-y

  日期：2007.7.5

  Syntheses and X-ray structural characterizations of two new luminescent imidazopyridinium derivatives, 2-(phenyl)-N(3)-(4(methyl)phenyl)-imidazo[1,5a] pyridinium perchlorate (1) and 2-(pyridyl)-N(3)-(4-(chloro)phenyl)-imidazo[1,5a] pyridinium perchlorate (2) are reported. The compounds are prepared in one step from N-(4-(methyl)phenyl) pyridine-2-aldimine and N-(4-(chloro)phenyl) pyridine-2-aldimine respectively in a transformation mediated by Mn(OAc)2-KMnO4 mixture. It is found that the molecular structures of the two compounds are similar. In the solid state, 1 forms a three-dimensional network through a series of hydrogen bonds between the cations and anions in the lattice while 2 forms a similar but less extensively linked network. The substitution of hydrogen at the 2-position of the imidazopyridinium ring by phenyl or 2-(pyridyl) affects the nature of their first excited states as detected by changes in their emission and absorption spectra.

  报告了 2-(苯基)-N(3)-(4(甲基)苯基)-咪唑并[1,5a] 吡啶鎓高氯酸盐 (1) 和 2-(吡啶基)-N(3)-(4-(氯)苯基)-咪唑并[1,5a] 吡啶鎓高氯酸盐 (2) 这两种新的发光咪唑并吡啶鎓衍生物的合成和 X 射线结构特征。这些化合物分别由 N-(4-(甲基)苯基)吡啶-2-醛亚胺和 N-(4-(氯)苯基)吡啶-2-醛亚胺通过 Mn(OAc)2-KMnO4 混合物介导的转化一步制备而成。研究发现，这两种化合物的分子结构相似。在固态下，1 通过晶格中阳离子和阴离子之间的一系列氢键形成了一个三维网络，而 2 则形成了一个类似但连接不那么广泛的网络。在咪唑吡啶鎓环的 2 位上用苯基或 2-（吡啶基）取代氢会影响它们的第一激发态的性质，这可以通过它们的发射和吸收光谱的变化检测到。
• Reaction of ZnCl2 and HgCl2 metal salts with a bidentate Schiff base ligand in methanol solution, X-ray crystal structure, and theoretical studies
  作者：S. Salehzadeh、M. Khalaj、S. Dehghanpour、A. Mahmoudi

  DOI：10.1007/s13738-013-0229-1

  日期：2013.10

  From the reaction of ZnCl2 and HgCl2 metal salts with (E)-4-chloro-N-(pyridine-2-ylmethylene)benzeneamine (L) in methanol solution, two binuclear Schiff base complexes were prepared. Both complexes were characterized by elemental analysis, UV–Vis, and IR spectrophotometry. X-ray crystal structure analysis showed that metal ion in the resulting centrosymmetric dinuclear ML2Cl4 complexes is in a distorted trigonal bipyramidal and a distorted square pyramidal coordination environment in the case of Zn(II) and Hg(II) metal ions, respectively. Three types of reaction between MCl2 salts and ligand L producing three different types of products—ML2 2+, MLCl2, and M2L2Cl4—were simulated in both the gas phase and solution. The gas phase calculations at DFT (B3LYP) level of theory using SDD, CEP-121G, and LanL2DZ basis sets showed that the binuclear M2L2Cl4 complexes are more stable than corresponding mononuclear MLCl2 complexes. Furthermore, both the gas phase and solution studies showed that the formation of M2L2Cl4 complexes from the metal cations, chloride anion, and ligand molecule is energetically more favored than that of MLCl2 and ML2 2+ complexes.

  通过ZnCL2和HgCL2金属盐与甲醇溶液中的（E）-4-氯-N-（吡啶-2-亚甲基）苯胺（L）的反应，制备了两种二核席夫碱络合物。通过元素分析、紫外-可见光和红外分光光度法对两种络合物进行了表征。X射线晶体结构分析表明，在生成的对称二核ML2Cl4络合物中，Zn（II）和Hg（II）金属离子分别处于扭曲的三面体双锥和扭曲的正方形锥形配位环境中。在气相和溶液中模拟了MCL2盐和配体L之间的三种反应，分别生成三种不同类型的产品——ML2 2+、MLCL2和M2L2Cl4。使用SDD、CEP-121G和LanL2DZ基组，在DFT（B3LYP）理论水平下进行的气相计算表明，二核M2L2Cl4络合物比相应的单核MLCL2络合物更稳定。此外，气相和溶液研究均表明，与MLCL2和ML2 2+络合物相比，金属阳离子、氯阴离子和配体分子形成M2L2Cl4络合物在能量上更有利。
• Synthesis, characterization, photoluminescent properties and supramolecular aggregations in diimine chelated cadmium dihalides
  作者：Tushar S. Basu Baul、Sajal Kundu、Seik Weng Ng、Nikhil Guchhait、Edward R.T. Tiekink

  DOI：10.1080/00958972.2013.864393

  日期：2014.1.2

  A series of 12 new cadmium compounds, [Cd(X-2)(L)] (4, 10), [Cd(X-2)(L)(DMSO)] (9), [Cd(X-2)(L)](2) (1-3, 5, 7, 8, 11, and 12), and [Cd(Cl-2)(2)(L)](n) (6) where X=chloride, bromide, and iodide, and diimine L=(E)-N-(pyridin-2-ylmethylidene)arylamine, were synthesized and characterized by elemental analyses. The spectroscopic properties were investigated by IR, UV-Vis, fluorescence, and H-1 NMR studies. The solid-state structures of the 12 reaction products were studied by X-ray crystallography. A majority of the structures are binuclear with five-coordinate cadmium centers: dimerization occurs through mu(2)-bridging of the respective halides; the second halide is bound terminally. In the case of X=Br and I, dimerization is circumvented when L carries an additional donor capable of coordinating cadmium (4, 10) or when the additional donor is provided by coordinating solvent (9). A similar situation pertains in the CdCl2 analog (7). In the case where L strongly coordinates with cadmium, i.e. (6), an edge-shared polymeric chain and octahedrally coordinated cadmium are found as a result of mu(2)-bridging of both chloro ligands. An interesting feature of the crystal packing is the observation of rare C-H pi interactions where the pi-system is a chelate ring or a Cd2Br2 unit.
• Chattopadhyay, Shyamal K.; Mitra, Kamala; Biswas, Subhendu, Journal of Chemical Research - Part S, 2003, # 9, p. 562 - 563
  作者：Chattopadhyay, Shyamal K.、Mitra, Kamala、Biswas, Subhendu、Lucas, Collin R.、Adhikary, Bibhutosh

  DOI：——

  日期：——
• SIEGRIST A. E.; MEYER H. R.; GASSMANN P.; MOSS S., HELV. CHIM. ACTA, 1980, 63, NO 5, 1311-1334
  作者：SIEGRIST A. E.、 MEYER H. R.、 GASSMANN P.、 MOSS S.

  DOI：——

  日期：——