4-(p-methoxybenzoyl)-2-(p-methoxyphenyl)-3H-imidazole | 700875-17-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(p-methoxybenzoyl)-2-(p-methoxyphenyl)-3H-imidazole
• 英文别名: (4-methoxyphenyl)-[2-(4-methoxyphenyl)-1H-imidazol-5-yl]methanone
• CAS: 700875-17-8
• 化学式: C₁₈H₁₆N₂O₃
• 分子量: 308.337
• InChiKey: DTAWOZAMDMWUOD-UHFFFAOYSA-N

物化性质

• 熔点：
  226 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  553.4±40.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(p-methoxybenzoyl)-2-(p-methoxyphenyl)-3H-imidazole 在 palladium on activated charcoal 氢溴酸 、 sodium hydroxide 、 氢气 作用下， 以 水 为溶剂， 反应 12.0h， 以92%的产率得到4-(p-hydroxybenzoyl)-2-(p-hydroxyphenyl)-3H-imidazole
  参考文献：
  名称：

  Synthesis of Naturally Occurring Pyrazine and Imidazole Alkaloids from Botryllus LeachiRID=?a?ID=?a? Dedicated to Prof. G . Märkl on the occasion of his 75 th birthday

  摘要：

  The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data for 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (2) are discussed and compared with the literature. With special emphasis of H-1 NMR data the tautomerism of aroylimidazolemethanones is described.

  DOI：

  10.1007/s00706-003-0085-2
• 作为产物：
  描述：

  2-[4-(methyloxy)phenyl]-1H-imidazole 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.08h， 生成 4-(p-methoxybenzoyl)-2-(p-methoxyphenyl)-3H-imidazole
  参考文献：
  名称：

  Synthesis of Naturally Occurring Pyrazine and Imidazole Alkaloids from Botryllus LeachiRID=?a?ID=?a? Dedicated to Prof. G . Märkl on the occasion of his 75 th birthday

  摘要：

  The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data for 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (2) are discussed and compared with the literature. With special emphasis of H-1 NMR data the tautomerism of aroylimidazolemethanones is described.

  DOI：

  10.1007/s00706-003-0085-2