6-(4-chlorophenyl)-2-methoxy-4-(4-methoxyphenyl)pyridine-3-carbonitrile | 69538-88-1

• 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: 6-(4-chlorophenyl)-2-methoxy-4-(4-methoxyphenyl)pyridine-3-carbonitrile
• 英文别名: 6-(4-chlorophenyl)-2-methoxy-4-(4-methoxyphenyl)nicotinonitrile；6-(4-chlorophenyl)-4-(4-methoxyphenyl)-2-methoxynicotinonitrile；6-(4-chloro-phenyl)-2-methoxy-4-(4-methoxy-phenyl)-nicotinonitrile
• CAS: 69538-88-1
• 化学式: C₂₀H₁₅ClN₂O₂
• 分子量: 350.804
• InChiKey: SNYIOTXJWRQZMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  55.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(4-chlorophenyl)-4-(4-methoxyphenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile 、 二甲基砜 以70%的产率得到
  参考文献：
  名称：

  ABDALLA M.; ESSAWY A.; DEEB A., PAKISTAN J. SCI. AND IND. RES., 1977, 20, NO 3, 139-149

  摘要：

  DOI：

文献信息

• Microwave-Assisted, One-Pot Multicomponent Synthesis of Some New Cyanopyridines
  作者：Amer A. Amer、Antar A. Abdelhamid

  DOI：10.1002/jhet.2926

  日期：2017.11

  An efficient and facile synthesis of cyanopyridines via a one‐pot four‐component reaction of aromatic aldehydes, acetophenones, malononitrile, or 2‐aminoprop‐1‐ene‐1,1,3‐tricarbonitrile in presence of sodium alkoxide or ammonium acetate under both microwave and thermal reaction conditions was introduced.

  在芳烃醛，苯乙酮，丙二腈或2-氨基丙-1-烯-1,1,3-三腈的单锅四组分反应下，在烷氧基钠或乙酸铵存在下，高效，简便地合成氰基吡啶介绍了微波和热反应条件。
• Synthesis, Characterization, Crystal Structure, TGA and Blue Fluorescence of 6-(4-Chlorophenyl)-4-(4-methoxyphenyl)-2-methoxynicotinonitrile
  作者：Thitipone Suwunwong、Suchada Chantrapromma、Hoong-Kun Fun

  DOI：10.1007/s10870-013-0454-6

  日期：2013.10

  6-(4-Chlorophenyl)-4-(4-methoxyphenyl)-2-methoxynicotinonitrile (1) was synthesized by cyclization reaction of a chalcone derivative and malononitrile and characterized by FT-IR, UV–Vis, 1H NMR and single crystal X-ray diffraction. The crystal of 1 belongs to monoclinic unit cell in the P21/c space group with the unit cell dimensions a = 3.8596(5) Å, b = 27.460(3) Å, c = 15.3972(19) Å, β = 99.115(3)o, V = 1611.3(3) Å3, Z = 4, D cald = 1.446 Mg m−3 and F(000) = 720. In addition, the thermal gravimetric analysis and fluorescent property of 1 were also carried out. The results reveal that 1 shows high thermal stability up to 300 °C and emit the strong blue fluorescence at 437 nm when was excited at 332 nm. 6-(4-Chlorophenyl)-4-(4-methoxyphenyl)-2-methoxynicotinonitrile (1) was synthesized and characterized by spectroscopy methods and single X-ray diffraction. Compound 1 possesses blue fluorescence at the maxima emission wavelength 437 nm (excited at 332 nm) and the TGA data reveals that 1 shows thermal stability up to 300ºC.

  6-(4-氯苯基)-4-(4-甲氧基苯基)-2-甲氧基烟腈(1)是通过查耳酮衍生物与丙二腈的环化反应合成的，并通过FT-IR、UV-Vis、1H NMR和单晶X进行表征射线衍射。 1的晶体属于P21/c空间群中的单斜晶胞，晶胞尺寸a = 3.8596(5) Å, b = 27.460(3) Å, c = 15.3972(19) Å, β = 99.115(3) )o, V = 1611.3(3) Å3, Z = 4, D cald = 1.446 Mg m−3, F(000) = 720。此外,还对1进行了热重分析和荧光性质分析。结果表明，1 在高达 300 °C 的温度下表现出较高的热稳定性，并在 332 nm 激发时在 437 nm 处发出强烈的蓝色荧光。合成了6-(4-氯苯基)-4-(4-甲氧基苯基)-2-甲氧基烟腈(1)，并通过光谱方法和单X射线衍射对其进行了表征。化合物 1 在最大发射波长 437 nm（在 332 nm 激发）处具有蓝色荧光，TGA 数据显示 1 在高达 300°C 的温度下表现出热稳定性。
• Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process
  作者：Huangdi Feng、Yuan Li、Erik V. Van der Eycken、Yanqing Peng、Gonghua Song

  DOI：10.1016/j.tetlet.2011.12.103

  日期：2012.2

  A convenient and efficient K2CO3-promoted tandem reaction of chalcone, malononitrile, and methanol for the synthesis of highly functionalized pyridines has been developed. This multi-component reaction employing the weak nucleophilic agent methanol proceeded smoothly under combined microwave and ultrasound irradiation (CMUI). The reaction mechanism was proposed to consist of a Michael addition. a methoxylation of C N bond, a cyclization to a 1,4-dihydropyridine and an intermolecular hydrogen shift between 1,4-dihydropyridine and initial chalcone. (C) 2011 Elsevier Ltd. All rights reserved.
• ABDALLA M.; ESSAWY A.; DEEB A., PAKISTAN J. SCI. AND IND. RES., 1977, 20, NO 3, 139-149
  作者：ABDALLA M.、 ESSAWY A.、 DEEB A.

  DOI：——

  日期：——