3-methylene-1H-benzo[d]imidazo[1,2-a]imidazol-2(3H)-one | 1514914-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-methylene-1H-benzo[d]imidazo[1,2-a]imidazol-2(3H)-one
• 英文别名: 1-methylidene-3H-imidazo[1,2-a]benzimidazol-2-one
• CAS: 1514914-10-3
• 化学式: C₁₀H₇N₃O
• 分子量: 185.185
• InChiKey: FCBSOJCNIKPOLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  以 二甲基亚砜 为溶剂， 反应 72.0h， 生成 3-methylene-1H-benzo[d]imidazo[1,2-a]imidazol-2(3H)-one
  参考文献：
  名称：

  Solid-Phase Synthesis of 5-Noranagrelide Derivatives

  摘要：

  Solid-phase synthesis of 1H-benzo[d]imidazo[1,2-c]imidazol-2(3H)-one derivatives employing Fmoc-alpha-amino acids and nitroaryl fluorides as key building, blocks has been developed. The Fmoc-alpha-amino acids immobilized on Wang resin, equipped with a piperazine carbamate linker, were transformed to o-nitroanilines in two steps. After reduction of the nitro group, the corresponding o-phenylenediamines gave the 2-aminobenzimidazole scaffold by reaction either with cyanogen bromide or with Fmoc-NCS. Cleavage from the polymer support and further cyclization afforded the target compounds. The developed methodology represents a versatile and simple approach for the preparation of various corresponding 1H-benzo[d]imidazo[1,2-a]imidazol-2(3H)-ones from a large number of commercially available building blocks.

  DOI：

  10.1021/co4001315