ITX9 | 13361-46-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ITX9
• 英文别名: 1-(3-phenyl-acryloyl)-1H-benzoimidazole；1-(Benzimidazol-1-yl)-3-phenylprop-2-en-1-one
• CAS: 13361-46-1
• 化学式: C₁₆H₁₂N₂O
• mdl: MFCD00437283
• 分子量: 248.284
• InChiKey: SHUWQFLKYAKUGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(N-Boc-amino)phenylisocyanide 、 肉桂酸 以 1,2-二氯乙烷 为溶剂， 反应 0.33h， 以78%的产率得到ITX9
  参考文献：
  名称：

  Facile One-Pot Synthesis of Benzimidazole and Quinoxalin-2(1H)-one Scaffolds via Two-Component Coupling Reaction, Deprotection, and Intermolecular Cyclization

  摘要：

  Two scaffolds, namely benzimidazole and quinoxalin2(1H)-one, were synthesized by treating 2-(N-Boc-amino)phenylisocyanide (Boc: tert-butoxycarbonyl) with carboxylic acids and glyoxylic acids, respectively. The target compounds were generated directly after two-component coupling, deprotection, and intermolecular cyclization.

  DOI：

  10.1055/s-0034-1379016

文献信息

• Investigations of unsaturated azoles. 15. Synthesis and reactions of acylated benzimidazoles
  作者：I. I. Popov、A. A. Zubenko

  DOI：10.1007/bf02253109

  日期：1997.3
• Facile One-Pot Synthesis of Benzimidazole and Quinoxalin-2(1H)-one Scaffolds via Two-Component Coupling Reaction, Deprotection, and Intermolecular Cyclization
  作者：Jin Zhang、Zhi-Gang Xu、Zhong-Zhu Chen、Ying Tang、Lei Zuo、Dian-Yong Tang

  DOI：10.1055/s-0034-1379016

  日期：——

  Two scaffolds, namely benzimidazole and quinoxalin2(1H)-one, were synthesized by treating 2-(N-Boc-amino)phenylisocyanide (Boc: tert-butoxycarbonyl) with carboxylic acids and glyoxylic acids, respectively. The target compounds were generated directly after two-component coupling, deprotection, and intermolecular cyclization.