8-(4-nitrophenoxy)quinoline | 116253-76-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-(4-nitrophenoxy)quinoline
• 英文别名: 8-(4-nitro-phenoxy)-quinoline；8-(4-Nitro-phenoxy)-chinolin
• CAS: 116253-76-0
• 化学式: C₁₅H₁₀N₂O₃
• mdl: MFCD01529640
• 分子量: 266.256
• InChiKey: AVLOTNQUWDWUNC-UHFFFAOYSA-N

物化性质

• 熔点：
  170 °C
• 沸点：
  429.7±20.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(4-nitrophenoxy)quinoline 在 盐酸 、 乙醇 、 铁粉 作用下， 生成 4-(quinolin-8-yloxy)aniline
  参考文献：
  名称：

  Schtschukina; Sawizkaja, Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1218,1220; engl. Ausg. S. 1263, 1264

  摘要：

  DOI：
• 作为产物：
  描述：

  8-羟基喹啉 生成 8-(4-nitrophenoxy)quinoline
  参考文献：
  名称：

  MOHRS, KLAUS;PERZBORN, ELISABETH;SEUTER, FRIEDEL;FRUCHTMANN, ROMANIS;KOHL+

  摘要：

  DOI：

文献信息

• Synthesis of Diaryl Ethers, Diaryl Sulfides, Heteroaryl Ethers and Heteroaryl Sulfides under Microwave Dielectric Heating
  作者：Quanrui Wang、Feng Li、Qingqing Meng、Huansheng Chen、Zhiming Li、Fenggang Tao

  DOI：10.1055/s-2005-865321

  日期：——

  This paper describes the synthesis of diaryl ethers and sulfides by utilizing microwave heating methodology. The methodology is shown to be rapid and efficient for the coupling of phenols or thiophenol with electron-deficient aryl halides through a SNAr reaction. The scope of the protocol can be expanded to six-membered heterocycles bearing a hydroxyl group as well as to the reaction of 2-pyrimidinethiol with mildly activated aryl halides, providing heteroaryl ethers and sulfides, respectively. The advantages of the present method include the wide substrate scope, the obviation of metal catalysts, ease of product isolation, and high purity of products.

  本文描述了利用微波加热技术合成二芳基醚和硫化物的方法。该方法在芳基卤与缺电子酚或苯硫酚的SNAr反应中表现出快速、高效的特点。该方法的应用范围可扩展到含有羟基的六元杂环化合物，以及2-嘧啶硫醇与适度活化的芳基卤的反应，分别得到杂芳基醚和硫化物。目前方法的优势包括广泛的底物适用性、无需金属催化剂、产品分离简便以及高纯度。
• Base-Mediated N- and O-Arylations of NH-Containing Heterocycles, Heterocyclic Amines and Phenols
  作者：Zarrin Ghasemi、Nasim Shahi Shahrak、Behzad Jalali Roomi、Ziba Zakeri

  DOI：10.3184/174751915x14210808001753

  日期：2015.2

  Nucleophilic substitution reactions of N -heterocycles such as imidazole, benzimidazole, indole and pyrazole as well as NH₂ or OH containing heterocycles, with electron-deficient aryl halides in the presence of t-BuOK or K₂CO₃ as base and DMSO as solvent are reported. A series of N -aryl azoles, unsymmetric diaryl ethers and diaryl amines were obtained in good yields.

  报告了在以 t-BuOK 或 K2CO3 为碱和 DMSO 为溶剂的条件下，咪唑、苯并咪唑、吲哚和吡唑等 N -杂环以及含 NH2 或 OH 的杂环与缺电子芳基卤化物的亲核取代反应。结果以良好的收率获得了一系列 N 芳基唑、不对称二芳基醚和二芳基胺。
• 2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide as a novel ligand for the copper-catalyzed coupling reaction of phenols and aryl halides
  作者：Yatao Qiu、Weijun Jia、Zhiyi Yao、Fanhong Wu、Sheng Jiang

  DOI：10.1039/c2ob26556g

  日期：——

  2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide was identified as an efficient novel ligand for the copper-catalyzed coupling of aryl halides with various phenols under mild conditions. The catalytic system shows great functional-group tolerance and excellent reactive selectivity.

  2-Carbomethoxy-3-hydroxyquinoxaline-di- N - oxide被确定为在温和条件下铜催化芳基卤化物与各种酚偶联的有效新型配体。该催化体系显示出强大的官能团耐受性和出色的反应选择性。
• A General and Efficient Protocol for the Synthesis of Biaryl Ethers from Aryl Silyl Ethers Using Cs₂CO₃
  作者：Yan-Guang Wang、Sun-Liang Cui、Zhi-Yong Jiang

  DOI：10.1055/s-2004-829567

  日期：——

  Biary ethers are known to be important organic compounds for their biological interests and great presence in life science industries. A number of them have consequently provide a strong incentive for synthesis, which includes the classical Ullman reaction, metal-catalyzed substitution, SN-Ar based type, intramolecular oxidative coupling and MW-assisted methods. Although the above synthetic strategies

  众所周知，二元醚是重要的有机化合物，因为它们具有生物学意义，并且在生命科学行业中占有重要地位。因此，它们中的一些为合成提供了强大的动力，包括经典的 Ullman 反应、金属催化取代、基于 SN-Ar 的类型、分子内氧化偶联和 MW 辅助方法。虽然上述合成策略特别重要，但需要一种方法将苯氧基硅烷直接转化为联芳醚，而无需求助于水解条件。……
• BENZOFURANS AS POTASSIUM ION CHANNEL MODULATORS
  申请人：WELMAKER Gregory S.

  公开号：US20080027049A1

  公开（公告）日：2008-01-31

  The present invention is directed to compounds of Formula I: that are potassium channel modulators and pharmaceutical compositions thereof. The present invention is further directed to methods of treatment using the compounds and pharmaceutical compositions of the invention. The present invention is still further directed to synthetic processes for producing the compounds of the invention.

  本发明涉及以下化合物的化学式I：这些化合物是钾通道调节剂及其药物组合物。本发明进一步涉及使用这些化合物和本发明的药物组合物进行治疗的方法。本发明还进一步涉及用于生产本发明化合物的合成过程。