3-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one | 142818-80-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one
• 英文别名: 3-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-one；2-(chromen-2'-onyl)-5-(4''-nitrophenyl)1,3,4-oxadiazole；3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]chromen-2-one
• CAS: 142818-80-2
• 化学式: C₁₇H₉N₃O₅
• 分子量: 335.276
• InChiKey: HUZIGFPJWRJGLC-UHFFFAOYSA-N

物化性质

• 熔点：
  138-140 °C(Solv: methanol (67-56-1))
• 沸点：
  596.3±60.0 °C(Predicted)
• 密度：
  1.485±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  cobalt(II) acetate 、 3-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one 在 ammonia 作用下， 以 乙醇 为溶剂， 以72%的产率得到[Co(CH3COO)2(2-(chromen-2'-onyl)-5-(4''-nitrophenyl)1,3,4-oxadiazole)2]
  参考文献：
  名称：

  Mathew, Glory; Suseelan; Krishnan, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2006, vol. 45, # 9, p. 2040 - 2044

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氧酰肼-2H-1-苯并吡喃-3-羧酸 在 iron(III) chloride 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 10.0h， 生成 3-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Naga Sudha; Girija Sastry; Sai Harika, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2018, p. 737 - 745

  摘要：

  DOI：

文献信息

• Synthesis, Spectral Characterization and Biocidal Studies of Copper(II) Complexes of Chromen-2-one-3-carboxy Hydrazide and 2-(Chromen-3'-onyl)-5-(aryl)-1,3,4-oxadiazole Derivatives
  作者：Glory Mathew、R. Krishnan、Molly Antony、M. S. Suseelan

  DOI：10.1155/2011/240196

  日期：——

  Copper(II) complexes of chromen-2-one-3-carboxyhydrazide and 2-(chromen-3'-onyl)-5-(aryl)-1,3,4-oxadiazole derivatives have been synthesized. The structural features have been determined from their microanalytical, magnetic susceptibility, molar conductance, IR, UV Vis,¹H NMR and ESR spectral data. All the Cu(II) complexes exhibit the composition Cu(Ln)₂X₂; where L1= chromen-2-one-3-carboxy hydrazide, L2 = 2-(chromen-3'-onyl)-5-(2ʺ-hydroxy phenyl)-1,3,4-oxadiazole, L3 = 2-(chromen-3'-onyl)-5-(4ʺ-nitrophenyl)-1,3,4 -oxadiazole and L4 = 2-(chromen-3'-onyl)-5-(4ʺ-chlorophenyl)-1,3,4-oxadiazole; X = Cl^-, Br^-, NO₃^-, CH₃COO^-, ClO₄^-and CNS^-. The N, O donor ligands act as a bidentate ligand in all the complexes. Distorted octahedral geometry for all the Cu(II) complexes is proposed. Molecular modeling studies have been made for the rapid structure building, geometry optimization and molecular display. These complexes show the conductance values, supporting their non-electrolytic nature. The monomeric nature of the complexes was confirmed from their magnetic susceptibility values. These complexes have been screened for their antimicrobial activities against some bacterial species likeS.aureus, E.coli, Pseudomonas aeruginosaand few fungal strainsC.albicansandCryptococcus neoformans.

  合成了chromen-2-one-3-carboxyhydrazide和2-(chromen-3'-onyl)-5-(aryl)-1,3,4-oxadiazole衍生物的铜(II)配合物。从它们的微量分析、磁化率、摩尔电导率、红外、紫外-可见、¹H NMR和ESR光谱数据中确定了它们的结构特征。所有Cu(II)配合物的组成均为Cu(Ln)₂X₂；其中L1=chromen-2-one-3-carboxy hydrazide，L2=2-(chromen-3'-onyl)-5-(2ʺ-羟基苯基)-1,3,4-oxadiazole，L3=2-(chromen-3'-onyl)-5-(4ʺ-硝基苯基)-1,3,4-oxadiazole和L4=2-(chromen-3'-onyl)-5-(4ʺ-氯苯基)-1,3,4-oxadiazole；X=Cl^-，Br^-，NO₃^-，CH₃COO^-，ClO₄^-和CNS^-。所有配合物中的N、O供体配体均作为双齿配体。建议所有Cu(II)配合物的几何形状为扭曲的八面体。进行了分子建模研究，以快速构建结构、优化几何形状和分子显示。这些配合物显示出电导率值，支持它们的非电解性质。从它们的磁化率值中确认了这些配合物的单体性质。这些配合物已经对一些细菌物种如金黄色葡萄球菌、大肠杆菌、铜绿假单胞菌和一些真菌菌株如白色念珠菌和新型隐球菌进行了抗菌活性筛选。
• Khan; Akhtar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 4, p. 900 - 904
  作者：Khan、Akhtar

  DOI：——

  日期：——
• Microwave Accelerated Solvent‐Free Synthesis of 1,3,4‐Oxadiazoles Using Polymer Supported Dehydration Reagent
  作者：Zheng Li、Jinlan Yu、Runbo Ding、Zhiyuan Wang、Xicun Wang

  DOI：10.1081/scc-200026654

  日期：2004.1.1

  2-Aryl-5-(coumarin-3'-yl)-1,3,4-oxadiazoles are efficiently synthesized by microwave accelerated solvent-free procedure in high yield via the condensation of coumarin-3-carboxylic acid with (un)substituted benzoic acid hydrazides using poly(ethylene glycol) (PEG) supported dichlorophosphate as dehydration reagent.
• Mathew, Glory; Suseelan; Krishnan, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2006, vol. 45, # 9, p. 2040 - 2044
  作者：Mathew, Glory、Suseelan、Krishnan

  DOI：——

  日期：——
• Naga Sudha; Girija Sastry; Sai Harika, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2018, p. 737 - 745
  作者：Naga Sudha、Girija Sastry、Sai Harika、Yellasubbaiah

  DOI：——

  日期：——