7,13-Bis(2'-thiazolyl)-1,4,10-trioxa-7,13-diazacyclopentadecane | 137964-52-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7,13-Bis(2'-thiazolyl)-1,4,10-trioxa-7,13-diazacyclopentadecane
• 英文别名: 7,13-Bis(1,3-thiazol-2-yl)-1,4,10-trioxa-7,13-diazacyclopentadecane
• CAS: 137964-52-4
• 化学式: C₁₆H₂₄N₄O₃S₂
• 分子量: 384.524
• InChiKey: HLXYDWCWGQDLTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-溴噻唑 、 1,7-偶氮-15-冠-5 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 100.0 ℃ 、800.0 MPa 条件下， 反应 120.0h， 以89%的产率得到7,13-Bis(2'-thiazolyl)-1,4,10-trioxa-7,13-diazacyclopentadecane
  参考文献：
  名称：

  High-pressure functionalization of diaza-crown ethers: new synthesis of silver(1+) ion-specific binders

  摘要：

  High-pressure S(N)Ar reaction was first applied to the synthesis of a new crown ether family, which incorporated various heteroaromatics as potential cation binding sites in a unique fashion. In a CH2Cl2 liquid membrane transport experiment, several diaza-crown ethers having thiazole, oxazole, pyrazine, and pyridazine rings exhibited a perfect Ag+ ion selectivity. Cation extraction and C-13 NMR titration experiments revealed that attachment of a unique heterocycle to the diaza-crown ring, if in the proper position, significantly offered excellent Ag+ ion specificity. Since the binding and transport selectivities of these crown ethers were apparently higher than those with conventional crown ethers, the high-pressure technique provided a useful method for synthesis of a new specific crown ether family.

  DOI：

  10.1021/jo00028a027