1-methyl-2-(5-phenyl-2-furyl)-1H-phenanthro[9,10-d]imidazole | 342384-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1-methyl-2-(5-phenyl-2-furyl)-1H-phenanthro[9,10-d]imidazole
• 英文别名: 3-methyl-2-(5-phenylfuran-2-yl)phenanthro[9,10-d]imidazole
• CAS: 342384-69-4
• 化学式: C₂₆H₁₈N₂O
• mdl: MFCD02943098
• 分子量: 374.442
• InChiKey: WDKGRPZDKRWORD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-2-(5-phenyl-2-furyl)-1H-phenanthro[9,10-d]imidazole 在 copper(II) nitrate 作用下， 以 乙酸酐 为溶剂， 以70%的产率得到1-methyl-2-(5-nitro-2-furyl)phenanthro[9,10-d]imidazole
  参考文献：
  名称：

  2-（2-呋喃基）-和2-（2-噻吩基）-1-甲基菲[9,10-d]咪唑的合成及性质

  摘要：

  Condensation of 9,10-phenanthrenequinone with 2-furaldehyde and 2-thiophenecarbaldehyde in glacial acetic acid in the presence of ammonium acetate gave 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles which were converted into the corresponding 1-methyl derivatives. The furan and thiophene rings in the products lose their acidophobic properties. Depending on the conditions, electrophilic substitution reactions in 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles occur both at the furan (thiophene) and phenanthrene moieties.

  DOI：

  10.1023/a:1019623408687
• 作为产物：
  描述：

  2-(furan-2'-yl)-1H-phenanthro[9,10-d]imidazole 在 氢氧化钾 、 copper(l) chloride 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 1.5h， 生成 1-methyl-2-(5-phenyl-2-furyl)-1H-phenanthro[9,10-d]imidazole
  参考文献：
  名称：

  2-（2-呋喃基）-和2-（2-噻吩基）-1-甲基菲[9,10-d]咪唑的合成及性质

  摘要：

  Condensation of 9,10-phenanthrenequinone with 2-furaldehyde and 2-thiophenecarbaldehyde in glacial acetic acid in the presence of ammonium acetate gave 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles which were converted into the corresponding 1-methyl derivatives. The furan and thiophene rings in the products lose their acidophobic properties. Depending on the conditions, electrophilic substitution reactions in 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles occur both at the furan (thiophene) and phenanthrene moieties.

  DOI：

  10.1023/a:1019623408687

文献信息

• Synthesis of Formyl Derivatives of 2-Hetarylimidazoles Annelated with Naphthalene and Phenanthrene Rings
  作者：A. A. Pechkin、M. M. Elchaninov、B. S. Lukyanov、Yu. S. Alekseenko

  DOI：10.1023/b:cohc.0000037315.48485.a2

  日期：2004.5
• ——
  作者：A. A. Pechkin、M. M. El'chaninov、V. M. Stoyanov

  DOI：10.1023/a:1019623408687

  日期：——

  Condensation of 9,10-phenanthrenequinone with 2-furaldehyde and 2-thiophenecarbaldehyde in glacial acetic acid in the presence of ammonium acetate gave 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles which were converted into the corresponding 1-methyl derivatives. The furan and thiophene rings in the products lose their acidophobic properties. Depending on the conditions, electrophilic substitution reactions in 2-(2-furyl)- and 2-(2-thienyl)phenanthro[9,10-d]imidazoles occur both at the furan (thiophene) and phenanthrene moieties.