bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane | 1184175-29-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane
• 英文别名: 2-pps；(Bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane)；4-pyridin-2-yl-2-(4-pyridin-2-ylpyrimidin-2-yl)sulfanylpyrimidine
• CAS: 1184175-29-8
• 化学式: C₁₈H₁₂N₆S
• 分子量: 344.399
• InChiKey: KYBAVRWEIMFJHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲醇 、 bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane 在 copper diacetate 、 edetate disodium 作用下， 以 二氯甲烷 、 水 为溶剂， 以62%的产率得到2-methoxy-4-(pyridin-2-yl)pyrimidine
  参考文献：
  名称：

  金属配位促进SS键的反应多样性：从发现到可控反应

  摘要：

  在混合溶剂MeOH/CH 2 Cl 2 中NiCl 2 配位的促进下，2-ppds {bis[4-( pyridin-2-yl)pyrimidin-2-yl]disulfane} 产生三种新组分，鉴定为 2-mpp [2-甲氧基-4-(pyridin-2-yl)pyrimidine], 2-ppst {S-[4- (pyridin-2-yl)pyrimidin-2-yl] 4-(pyridin-2-yl)pyrimidine-2-sulfonothioate} 和 2-pps {bis[4-(pyridin-2-yl)pyrimidin-2-yl]硫烷}。更重要的是，可以有效地控制这种原位反应，使其以高度选择性的方式进行。因此，NiCl 2 介导的 2-ppds 的原位反应在连续空气鼓泡通过反应混合物的帮助下仅导致 2-pps，而用 Cu(OAc) 2 代替 NiCl 2 仅提供 2-mpp。

  DOI：

  10.1002/ejic.200900913
• 作为产物：
  描述：

  di[4-(pyridin-2-yl)pyrimidinyl]disulfide 以 甲醇 为溶剂， 反应 72.0h， 以31.1%的产率得到S-(4-pyridin-2-yl)pyrimidin-2-yl(4-pyridin-2-yl)pyrimidine-2-sulfonothioate
  参考文献：
  名称：

  Diverse reactions of S–S function under metal-mediated and metal-free thermolysis conditions

  摘要：

  Parallel comparative studies on reactivities of S-S function in 2-ppds (2-ppds = bis(4-(pyridin-2-yl)pyrimidin-2-yl)disulfane) have been carried out under the same thermolysis conditions. In the presence of FeCl(2), thermolysis reaction of 2-ppds in the MeOH/CH(2)Cl(2) mixture results in a mononuclear compound [FeCl(2)(2-pps)] with newly generated organic ligand 2-pps (2-pps = bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane). In the absence of FeCl(2), the result of solvolysis depends upon the conditions. Thus, in pure MeOH, 2-ppds partially converts into a mixture of S-(4-pyridin-2-yl)pyrimidin-2-yl (4-pyridin-2-yl)pyrimidine-2-sulfonothioate (2-ppst) and 2-pps, while in a MeOH/CH(2)Cl(2) mixture, 2-(chloromethylthio)-4-(pyridin-2-yl)pyrimidine (2-ppct) is the main product. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2009.10.009

文献信息

• Reaction Diversity of the S–S Bond Promoted by Metal Coordination: From Discovery to Controllable Reactions
  作者：Hai‐Bin Zhu、Lei Li、Gang Xu、Shao‐Hua Gou

  DOI：10.1002/ejic.200900913

  日期：2010.3

  Promoted by NiCl 2 coordination in the mixed solvent MeOH/ CH 2 Cl 2 , diverse in situ S-S bond reactions, such as S-oxidation and S-S and C-S bond scission, occurred in the disulfide ligand of 2-ppds bis[4-(pyridin-2-yl)pyrimidin-2-yl]disulfane} to yield three new components identified as 2-mpp [2-methoxy-4-(pyridin-2-yl)pyrimidine], 2-ppst S-[4-(pyridin-2-yl)pyrimidin-2-yl] 4-(pyridin-2-yl)pyr

  在混合溶剂MeOH/CH 2 Cl 2 中NiCl 2 配位的促进下，2-ppds bis[4-( pyridin-2-yl)pyrimidin-2-yl]disulfane} 产生三种新组分，鉴定为 2-mpp [2-甲氧基-4-(pyridin-2-yl)pyrimidine], 2-ppst S-[4- (pyridin-2-yl)pyrimidin-2-yl] 4-(pyridin-2-yl)pyrimidine-2-sulfonothioate} 和 2-pps bis[4-(pyridin-2-yl)pyrimidin-2-yl]硫烷}。更重要的是，可以有效地控制这种原位反应，使其以高度选择性的方式进行。因此，NiCl 2 介导的 2-ppds 的原位反应在连续空气鼓泡通过反应混合物的帮助下仅导致 2-pps，而用 Cu(OAc) 2 代替 NiCl 2 仅提供 2-mpp。
• Diverse reactions of S–S function under metal-mediated and metal-free thermolysis conditions
  作者：Hai-Bin Zhu、Lei Li、Hai Wang、Xin Lu、Shao-Hua Gou

  DOI：10.1016/j.inoche.2009.10.009

  日期：2010.1

  Parallel comparative studies on reactivities of S-S function in 2-ppds (2-ppds = bis(4-(pyridin-2-yl)pyrimidin-2-yl)disulfane) have been carried out under the same thermolysis conditions. In the presence of FeCl(2), thermolysis reaction of 2-ppds in the MeOH/CH(2)Cl(2) mixture results in a mononuclear compound [FeCl(2)(2-pps)] with newly generated organic ligand 2-pps (2-pps = bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane). In the absence of FeCl(2), the result of solvolysis depends upon the conditions. Thus, in pure MeOH, 2-ppds partially converts into a mixture of S-(4-pyridin-2-yl)pyrimidin-2-yl (4-pyridin-2-yl)pyrimidine-2-sulfonothioate (2-ppst) and 2-pps, while in a MeOH/CH(2)Cl(2) mixture, 2-(chloromethylthio)-4-(pyridin-2-yl)pyrimidine (2-ppct) is the main product. (C) 2009 Elsevier B.V. All rights reserved.