1,4-bis(5-mercapto-4-tert-butyl-1,2,4-triazol-3-yl)butane | 1310411-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-bis(5-mercapto-4-tert-butyl-1,2,4-triazol-3-yl)butane
• 英文别名: 1,4-bis(5-mercapto-4-t-butyl-1,2,4-triazol-3-yl)-butane；4-tert-butyl-3-[4-(4-tert-butyl-5-sulfanylidene-1H-1,2,4-triazol-3-yl)butyl]-1H-1,2,4-triazole-5-thione
• CAS: 1310411-76-7
• 化学式: C₁₆H₂₈N₆S₂
• 分子量: 368.571
• InChiKey: QHKRGDZSPUZJTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-bis(5-mercapto-4-tert-butyl-1,2,4-triazol-3-yl)butane 在 盐酸 、 sodium hydride 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.25h， 生成 2,8-dithia-5-oxa-(1,9)(3,5)-di-(1,2,4-triazola)-cyclotricosanaphane
  参考文献：
  名称：

  Synthesis of Novel Cryptates Based on Triazole Motif: A Regioselective Approach

  摘要：

  [image omitted] Regioselective syntheses of cryptands were achieved via two different approaches, first by protection-deprotection and second by cyclization reactions between 1,-dihaloalkanes and the lariat amino triazolophanes. The syntheses of all triazolophanes and cryptands were carried out regioselectively, and the compounds were obtained in good yields. All compounds were studied and confirmed with different spectroscopic tools.

  DOI：

  10.1080/00397911.2010.493396
• 作为产物：
  描述：

  叔丁基异硫氰酸酯 、 己二酸二酰肼 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 以70%的产率得到1,4-bis(5-mercapto-4-tert-butyl-1,2,4-triazol-3-yl)butane
  参考文献：
  名称：

  Synthesis of Novel Cryptates Based on Triazole Motif: A Regioselective Approach

  摘要：

  [image omitted] Regioselective syntheses of cryptands were achieved via two different approaches, first by protection-deprotection and second by cyclization reactions between 1,-dihaloalkanes and the lariat amino triazolophanes. The syntheses of all triazolophanes and cryptands were carried out regioselectively, and the compounds were obtained in good yields. All compounds were studied and confirmed with different spectroscopic tools.

  DOI：

  10.1080/00397911.2010.493396

文献信息

• Novel synthesis of 1,2,4-triazolophanes and 1,3,4-oxadiazolophanes: A dieckmann condensation approach
  作者：Madhukar S. Chande、C. Sajithkumar、Hemant S. Mondkar、Pravin A. Barve、Sachin Diwan

  DOI：10.1002/jhet.729

  日期：2012.3

  for the syntheses of novel 1,2,4‐triazolophanes and 1,3,4‐oxadiazolophanes. The bis‐1,3,4‐oxadiazol‐2‐thiols 1a and 1b were reacted with ethyl bromoacetate to give the diesters 2a and 2b. Diesters 2a and 2b were treated under dry conditions with sodium methoxide in methanol to afford desired symmetrical 1,3,4‐oxadiazolophanes 3a and 3b. Similarly, diesters of macrocycle precursors containing 1,2,4‐triazole

  Dieckmann缩合首次被用于合成新型1,2,4-三唑烷和1,3,4-恶二唑烷。使bis-1,3,4-恶二唑-2-硫醇1a和1b与溴乙酸乙酯反应生成二酯2a和2b。将二酯2a和2b在干燥条件下用甲醇钠的甲醇溶液处理，得到所需的对称1,3,4-恶二唑烷3a和3b。类似地，含1,2,4-三唑部分大环化合物前体的二酯，即，图6a，图6b，10，13A，13B和13C是从合成图5a，图5b，9，图12A，12B，和12C分别。这些二酯，得到对称的酮的狄克曼缩合反应图7a，图7b，11，14A，14B，和14C。在常规的Dieckmann产物被稀无机酸中和期间原位水解后，观察到CO 2的挤出，从而以高收率提供高度对称的酮。此外，酮14a，14b和通过与Lawesson试剂的反应将14c转化成它们各自的硫酮。所有产物均以良好的产率合成，并且通过各种光谱学工具和元素分析证实了结构。J.杂环化​​学。，（2012）。