2-(5-bromo-2-furyl)-1-methylphenanthro[9,10-d]imidazole | 36097-75-3

• 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: 2-(5-bromo-2-furyl)-1-methylphenanthro[9,10-d]imidazole
• 英文别名: 2-(5-bromo-furan-2-yl)-1-methyl-1H-phenanthro[9,10-d]imidazole；2-(5-Bromo-2-furyl)-1-methylphenanthro-[9,10-d]imidazole；2-(5-bromofuran-2-yl)-3-methylphenanthro[9,10-d]imidazole
• CAS: 36097-75-3
• 化学式: C₂₀H₁₃BrN₂O
• 分子量: 377.24
• InChiKey: SFPGLSLVEBDRFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  2-(5-bromo-2-furyl)-1-methylphenanthro[9,10-d]imidazole 、 苯甲酸 在 PPA 作用下， 以15%的产率得到2-(5-bromo-2-furyl)-7-benzoyl-1-methylphenanthro[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 、 溴 作用下， 以 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 2-(5-bromo-2-furyl)-1-methylphenanthro[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 and transformations of 2-(2-furyl)- and 2-[?-(2-furyl)vinyl] phenanthr [9,10]imidazoles
  作者：F. T. Pozharskii、L. Ya. Oleinikova、L. G. Pupkova

  DOI：10.1007/bf00477367

  日期：1971.8
• ——
  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.