4'-[5-(2-氨基-1,3,4-噻二唑基)]二苯并-18-冠-6 | 1017847-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 中文名称: 4'-[5-(2-氨基-1,3,4-噻二唑基)]二苯并-18-冠-6
• 英文名称: 4'-[5-(2-amino-1,3,4-thiadiazolyl)]dibenzo-18-crown-6
• CAS: 1017847-25-4
• 化学式: C₂₂H₂₅N₃O₆S
• 分子量: 459.523
• InChiKey: IHBCLNZANUYGIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  32.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  107.18
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  4-carboxydibenzo[18]crown-6 、 氨基硫脲 在 PPA 作用下， 反应 8.0h， 以64%的产率得到4'-[5-(2-氨基-1,3,4-噻二唑基)]二苯并-18-冠-6
  参考文献：
  名称：

  Synthesis, extraction, and transport properties of dibenzo-18-crown-6 modified with the fragments of 2-amino-1,3,4-thiadiazol and kojic acid

  摘要：

  New heterocyclic derivatives of dibenzo-18-crown-6 (DB18C6), the products of coupling of kojic acid (5-hydroxy-2-hydroxymethyl-gamma-pyrone) with 4'-DB18C6-yldiazonium chloride, 4',4'''- and 4',5'''-DB18C6-diyldiazonium dichlorides and products of heterocyclization of DB18C6 mono- and dicarboxylic acids with thiosemicarbazide are prepared. Their structures are studied by the methods of H-1 NMR and IR spectroscopy. Polyphosphoric acid is found to be the best agent for the heterocyclization of thiosemicarbazide with DB18C6 carboxylic derivatives. It is proven that the parent substrates, the DB18C6 mono or dicarboxylic acids, serve as phase transfer catalysts for the heterocyclization reaction. Extraction and transport properties of the obtained compounds in respect of potassium, sodium and ammonium picrates are explored.

  DOI：

  10.1134/s1070363208100174