4-(3-nitrophenyl)-2,6-diphenylpyridine | 65130-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(3-nitrophenyl)-2,6-diphenylpyridine
• 英文别名: 4-(3-nitro-phenyl)-2,6-diphenyl-pyridine；4-(3-Nitro-phenyl)-2,6-diphenyl-pyridin；2,6-Diphenyl-4-<3-nitro-phenyl>-pyridin；4-(3-Nitrophenyl)-2,5-diphenylpyridin
• CAS: 65130-18-9
• 化学式: C₂₃H₁₆N₂O₂
• 分子量: 352.392
• InChiKey: MQXKTOQSYOFGEW-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C
• 沸点：
  515.5±38.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-nitrophenyl)-2,6-diphenylpyridine 在 盐酸 、 乙醇 、 tin(ll) chloride 作用下， 生成 3-(2,6-diphenyl-[4]pyridyl)-aniline
  参考文献：
  名称：

  Dilthey; Radmacher, Journal fur praktische Chemie (Leipzig 1954), 1925, vol. <2> 111, p. 162

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(3-nitro-phenyl)-2,6-diphenyl-pyrylium; perchlorate 在 ammonium hydroxide 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以52%的产率得到4-(3-nitrophenyl)-2,6-diphenylpyridine
  参考文献：
  名称：

  Bak, Tomasz; Rasala, Danuta; Gawinecki, Ryszard, Organic Preparations and Procedures International, 1994, vol. 26, # 1, p. 101 - 110

  摘要：

  DOI：

文献信息

• Silica Sulfuric Acid as a Efficient and Recyclable Solid Acid Catalyst for the One-Pot Synthesis of 2,4,6-Triaylpyridines Under Solvent Free Conditions
  作者：Naser Montazeri、Seyede Fatemeh Ayoubi、Khalil Pourshamsian、Fatemeh Bashtini

  DOI：10.13005/ojc/280137

  日期：2012.3.18

  An efficient synthesis of 2,4,6-triarylpyridines is achieved via a three-component reaction of acetophenone, aryl aldehydes and ammonium acetate in one-pot under solvent-free conditions. The reaction work-up is very simple and the catalyst can be easily separated from the reaction mixture and reused three times in subsequent reactions.

  在无溶剂条件下，通过一锅中苯乙酮，芳基醛和乙酸铵的三组分反应，可以有效合成2,4,6-三芳基吡啶。反应后处理非常简单，催化剂可以轻松地从反应混合物中分离出来，并在随后的反应中重复使用三遍。
• Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation
  作者：Chieh-Kai Chan、Yi-Hsiu Chung、Cheng-Chung Wang

  DOI：10.1039/d2ra04739j

  日期：——

  protocol for the synthesis of functionalized 2,4,6-triaryl pyridines and pyrimidines was developed from commercially available aromatic ketones, aldehydes and hexamethyldisilazane (HMDS) as a nitrogen source under microwave irradiation. In this multicomponent synthetic route, Lewis acids play an important role in selectively synthesizing six-membered heterocycles, including pyridines (1N) and pyrimidines

  以市售芳香酮、醛和六甲基二硅氮烷 (HMDS) 作为氮源，在微波辐射下开发了一种高效通用的合成功能化 2,4,6-三芳基吡啶和嘧啶的方案。在这条多组分合成路线中，路易斯酸在选择性合成六元杂环，包括吡啶（1N）和嘧啶（2N）方面发挥着重要作用，涉及[2 + 1 + 2 + 1]或[2 + 1 + 1 + 1 + 1] 环形过程。
• ——
  作者：

  DOI：——

  日期：——
• Three-Component One-Pot Synthesis of 2,4,6-Triarylpyridines without Catalyst and Solvent
  作者：Min Wang、Zhongyong Yang、Zhiguo Song、Qinglin Wang

  DOI：10.1002/jhet.2132

  日期：2015.5

  An efficient and green synthesis of 2,4,6‐triarylpyridines by a one‐pot three‐component condensation of aromatic aldehydes, substituted acetophenones, and ammonium acetate without catalyst at 130°C under solvent‐free conditions is described. This method offers several advantages such as simple procedure, easy work‐up, short reaction time, low cost, environmentally friendly conditions, and moderate to high yields.
• Katritzky, Alan R.; Adamson, Jeffrey; Elisseou, E. Michael, Journal of the Chemical Society. Perkin transactions II, 1982, p. 1041 - 1048
  作者：Katritzky, Alan R.、Adamson, Jeffrey、Elisseou, E. Michael、Musumarra, Giuseppe、Patel, Ranjan C.、et al.

  DOI：——

  日期：——