N-(3-methoxypropyl)-2-iodo-5-propyl-1H-imidazole-4-carboxamide | 459432-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(3-methoxypropyl)-2-iodo-5-propyl-1H-imidazole-4-carboxamide
• 英文别名: 2-Iodo-5-propyl-1H-imidazole-4-carboxylic acid (3-methoxypropyl)amide；2-iodo-N-(3-methoxypropyl)-5-propyl-1H-imidazole-4-carboxamide
• CAS: 459432-87-2
• 化学式: C₁₁H₁₈IN₃O₂
• 分子量: 351.187
• InChiKey: FVNHQPZISJYBLX-UHFFFAOYSA-N

物化性质

• 密度：
  1.536±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-methoxypropyl)-2-iodo-5-propyl-1H-imidazole-4-carboxamide 在 乙酸乙酯 作用下， 以 甲醇 为溶剂， 以to afford 0.13 g (33%) of 1e as colorless prisms的产率得到N,N'-bis(3-methoxypropyl)-5,5'-dipropyl-1H,1'H-[2,2']biimidazole-4,4'-dicarboxamide
  参考文献：
  名称：

  Biimidazole diamide anion binding agents

  摘要：

  本文描述了用于结合诸如硫酸等阴离子的双咪唑二酰胺化合物，以及将其用于从废水中提取阴离子和/或检测阴离子等用途。

  公开号：

  US20050004370A1
• 作为产物：
  描述：

  (9ci)-5-丙基-1H-咪唑-4-羰酰氯 在 N-碘代丁二酰亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.08h， 生成 N-(3-methoxypropyl)-2-iodo-5-propyl-1H-imidazole-4-carboxamide
  参考文献：
  名称：

  Anion Binding by Fluorescent Biimidazole Diamides

  摘要：

  Six 2,2'-biimidazoles with various amide groups at the 4- and 4'-positions were prepared from 5-propyl-1H-imidazole-4-carboxylic acid ethyl ester. In the final step of the synthesis, biimidazole C2-C2' bond formation was accomplished in 33-45% yield by palladium(0)-catalyzed homocoupling of the corresponding 2-iodoimidazoles. Four of the biimidazoles were studied by X-ray diffraction. In the solid state, all display coplanar imidazole rings, an anti relationship of amide groups, and intramolecular (NHamide...N-imid) and intermolecular (NHimid...O-amide) hydrogen bonding. In CH2Cl2, the emission intensity of the biimidazoles is quenched by the presence of dihydrogenphosphate and chloride anions, but no shifts in lambda(emiss) are observed. Binding constants for 1:1 biimidazole-anion complexation (K-assoc) are on the order of 10(4) M-1 for H2PO4- and Cl-. One of the receptors (bearing 3,5-difluorobenzylamides) is selective for chloride. The participation of the amide NH atoms in anion binding was established by H-1 NMR.

  DOI：

  10.1021/jo020098v