2,2-N1',N2'-bis(1-(pyridin-2-yl)ethylidene) | 29816-35-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2-N1',N2'-bis(1-(pyridin-2-yl)ethylidene)
• 英文别名: acetophenone oxaloyldihydrazone；acetophenone-oxaloyldihydrazone；N,N'-bis(1-phenylethylideneamino)oxamide
• CAS: 29816-35-1
• 化学式: C₁₈H₁₈N₄O₂
• 分子量: 322.367
• InChiKey: WZTXYSAPKCVHNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  82.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-N1',N2'-bis(1-(pyridin-2-yl)ethylidene) 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 2.0h， 以2 g的产率得到N'1,N'2-bis(1-phenylethyl)oxalohydrazide
  参考文献：
  名称：

  N2，N2'-二取代的草酸二酰肼：铜催化C ？的新型配体 水中的N偶联反应

  摘要：

  一系列Ñ 2，Ñ 2 '二取代的草酸bishydrazides合成。一些，例如，Ñ 2，Ñ 2 ' -二甲基-1-（4-甲氧基苯基）-ethanyloxylic-（肼），是用于铜催化的Ullmann型μc新颖的和有效的配位体 N个耦合在水中反应。在微波辐射和常规加热（即使在30°C的条件下）下，各种胺都可以被芳基卤化物有效地进行N芳基化处理，收率良好至优异。版权所有©2011 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/aoc.1765
• 作为产物：
  描述：

  乙二酸二酰肼 、 2-乙酰基吡啶 以 乙醇 为溶剂， 反应 3.0h， 以78%的产率得到2,2-N1',N2'-bis(1-(pyridin-2-yl)ethylidene)
  参考文献：
  名称：

  Synthesis, characterization, molecular modeling and antibacterial activity of N1′, N2′-bis[1-(pyridin-2-yl)ethylidene]oxalohydrazide and its metal complexes

  摘要：

  New complexes of N-1',N-2'-bis[1-(pyridin-2-yl)ethylidene]oxalohydrazide (H2L) with Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Cd2+, VO2+ and Ag+ have been prepared and characterized. The ligand has 10-12 buffering range and pK's of 4.62, 7.78 and 9.45. The IR spectra showed the neutral, (mono- or dibasic) bidentate, tridentate or tetradentate of H2L. The molar conductance values, in DMSO, are in the range of nonelectrolytes. An octahedral geometry is proposed for the Cr3+, Mn2+, Fe3+, Ni2+; VO2+ complexes and square-planar for the Co2+ and Cu2+ complexes. The ESR spectra support the mononuclear species for [VO(H2L)SO4-(H2O)(2)]center dot H2O and [Cu(H2L)(OAc)(2)]center dot H2O. The molecular parameters have been calculated to confirm the geometry of the ligand and its complexes. The ligand and some complexes were screened against Bacillus thuringiensis (Bt) as Gram positive and Pseudomonas aeuroginosa (Pa) as Gram negative bacteria using the inhibitory zone diameter. The data showed no effect for the complexes on Pa bacteria growth except [Ag(H2L)(NO3)]H2O which had a high activity. Cu2+, VO2+ and Ag+ complexes exhibit activity against BT; Cu2+ complex is the highest one. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.04.043

文献信息

• Synthesis and Spectral Studies of Zinc Chloride Complexes with Some Acetophenone and 4-Hydroxy-Acetophenone Acylhydrazones
  作者：B. Singh、Rachana Srivastava、K. K. Narang

  DOI：10.1080/00945710009351827

  日期：2000.8.1
• Synthesis and Spectral Studies of Copper(II) Sulfate Complexes with Some Acetophenone Acylhydrazones
  作者：B. Singh、Rachana Srivastava、K. K. Narang、V. P. Singh

  DOI：10.1080/00945719909351741

  日期：1999.11
• STUDIES ON COMPLEXES OF COBALT(II), NICKEL(II), COPPER(II), AND CADMIUM(II) WITH ACETOPHENONE AND 4-HYDROXYACETOPHENONE OXALOYLDIHYDRAZONES
  作者：B. Singh、K. K. Narang、Rachana Srivastava

  DOI：10.1081/sim-100107205

  日期：2001.9.30

  The complexes [M(L-1)(n)Cl-2] and [Cu(L-2)SO4(H2O)(2)] [M = Co(II), Ni(II), Cu(II) and Cd(II); L-1 = acetophenone oxa- loyldihydrazone (CONHN = C(CH3)C6H5)(2), n = 2 and L-2 = 4-hydroxyacetophenone, oxaloyldihydrazone (CONHN= C(CH3)C6H4OH-4)(2) have been prepared. Analytical, molar conductance, magnetic susceptibility, electronic, ESR and NMR spectral data have been used to investigate the structure and bonding of the complexes. X-ray powder diffraction data indicate the shape and size of the unit cell of the copper(II) complex. Some of the complexes were screened against E. coli and Aspergillus niger for biological activity.
• N2,N2′-disubstituted oxalic acid bishydrazides: novel ligands for copper-catalyzed CN coupling reactions in water
  作者：Fei Meng、Chenxia Wang、Jianwei Xie、Xinhai Zhu、Yiqian Wan

  DOI：10.1002/aoc.1765

  日期：2011.5

  example, N2,N2′‐di‐1‐(4‐methoxyphenyl)‐ethanyloxylic‐(bishydrazide), are novel and effective ligands for copper‐catalyzed Ullmann‐type CN coupling reaction in water. A variety of amines could be effectively N‐arylated with aryl halides under both microwave irradiation and conventional heating (even at 30 °C) with good to excellent yields. Copyright © 2011 John Wiley & Sons, Ltd.

  一系列Ñ 2，Ñ 2 '二取代的草酸bishydrazides合成。一些，例如，Ñ 2，Ñ 2 ' -二甲基-1-（4-甲氧基苯基）-ethanyloxylic-（肼），是用于铜催化的Ullmann型μc新颖的和有效的配位体 N个耦合在水中反应。在微波辐射和常规加热（即使在30°C的条件下）下，各种胺都可以被芳基卤化物有效地进行N芳基化处理，收率良好至优异。版权所有©2011 John Wiley＆Sons，Ltd.
• Synthesis, characterization, molecular modeling and antibacterial activity of N1′, N2′-bis[1-(pyridin-2-yl)ethylidene]oxalohydrazide and its metal complexes
  作者：O.A. El-Gammal、R.M. El-Shazly、F.E. El-Morsy、A.A. El-Asmy

  DOI：10.1016/j.molstruc.2011.04.043

  日期：2011.7

  New complexes of N-1',N-2'-bis[1-(pyridin-2-yl)ethylidene]oxalohydrazide (H2L) with Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Cd2+, VO2+ and Ag+ have been prepared and characterized. The ligand has 10-12 buffering range and pK's of 4.62, 7.78 and 9.45. The IR spectra showed the neutral, (mono- or dibasic) bidentate, tridentate or tetradentate of H2L. The molar conductance values, in DMSO, are in the range of nonelectrolytes. An octahedral geometry is proposed for the Cr3+, Mn2+, Fe3+, Ni2+; VO2+ complexes and square-planar for the Co2+ and Cu2+ complexes. The ESR spectra support the mononuclear species for [VO(H2L)SO4-(H2O)(2)]center dot H2O and [Cu(H2L)(OAc)(2)]center dot H2O. The molecular parameters have been calculated to confirm the geometry of the ligand and its complexes. The ligand and some complexes were screened against Bacillus thuringiensis (Bt) as Gram positive and Pseudomonas aeuroginosa (Pa) as Gram negative bacteria using the inhibitory zone diameter. The data showed no effect for the complexes on Pa bacteria growth except [Ag(H2L)(NO3)]H2O which had a high activity. Cu2+, VO2+ and Ag+ complexes exhibit activity against BT; Cu2+ complex is the highest one. (C) 2011 Elsevier B.V. All rights reserved.