N-(4-trifluoromethylphenyl)-2-pyridin-2-ylhydrazinecarbothioamide | 1174271-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-trifluoromethylphenyl)-2-pyridin-2-ylhydrazinecarbothioamide
• 英文别名: 1-(Pyridin-2-ylamino)-3-[4-(trifluoromethyl)phenyl]thiourea
• CAS: 1174271-61-4
• 化学式: C₁₃H₁₁F₃N₄S
• 分子量: 312.318
• InChiKey: FVONJMYFHNINFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  81.1
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(4-trifluoromethylphenyl)-2-pyridin-2-ylhydrazinecarbothioamide 在 碘 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以132 mg的产率得到N-(4-(trifluoromethyl)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-amine
  参考文献：
  名称：

  通过向异硫氰酸酯依次添加芳基肼和I 2介导的环脱硫反应，合成熔融的3-氨基-1,2,4-三唑

  摘要：

  通过将芳基肼加到异硫氰酸酯中，然后进行I 2介导的氧化环脱硫，合成了多种稠合的3-氨基-1,2,4-三唑衍生物。这种无过渡金属的合成方法可轻松，高效地从容易获得的底物中轻松获得1,2,4-三唑并[4,3- a ]吡啶和带有3-氨基取代基的相关杂环骨架。

  DOI：

  10.1016/j.tet.2018.05.009
• 作为产物：
  描述：

  2-肼吡啶 、 4-(三氟甲基)异硫氰酸苯酯 以 乙醇 为溶剂， 反应 0.17h， 生成 N-(4-trifluoromethylphenyl)-2-pyridin-2-ylhydrazinecarbothioamide
  参考文献：
  名称：

  通过向异硫氰酸酯依次添加芳基肼和I 2介导的环脱硫反应，合成熔融的3-氨基-1,2,4-三唑

  摘要：

  通过将芳基肼加到异硫氰酸酯中，然后进行I 2介导的氧化环脱硫，合成了多种稠合的3-氨基-1,2,4-三唑衍生物。这种无过渡金属的合成方法可轻松，高效地从容易获得的底物中轻松获得1,2,4-三唑并[4,3- a ]吡啶和带有3-氨基取代基的相关杂环骨架。

  DOI：

  10.1016/j.tet.2018.05.009

文献信息

• Hydrogen bonding interactions and supramolecular networks of pyridine-aryl based thiosemicarbazides and their Zn(ii) complexes
  作者：Komala Pandurangan、Jonathan A. Kitchen、Thomas McCabe、Thorfinnur Gunnlaugsson

  DOI：10.1039/c2ce26718g

  日期：——

  The synthesis of five pyridyl derived thiosemicarbazides, 1–5, is presented. All five were formed in a single step from 2-hydrazinopyridine with commercially available isothiocyanates using microwave assisted synthesis. Compounds 1–4 were structurally characterised by single crystal diffraction analysis, and showed extended supramolecular hydrogen bonding arrays. Furthermore, the Zn(II) complexes 6 and 7 have been prepared using ligands 1 and 5, and structurally characterised, again showing elegant assemblies of metal-supramolecular structures with solvent accessible channels, demonstrating that these building units are excellent candidates for use in supramolecular chemistry and crystal engineering.

  合成了五种吡啶基衍生的硫代半胱氨酸酰肼，编号为1至5。这五种化合物均由2-肼基吡啶与市售的异硫氰酸酯在微波辅助合成下直接一步形成。通过单晶衍射分析对化合物1至4的结构进行了表征，显示出延展的超分子氢键阵列。此外，使用配体1和5制备了Zn(II)配合物6和7，并进行了结构表征，再次展示了带有溶剂可进入通道的金属-超分子结构的优雅组装，表明这些构建单元是超分子化学和晶体工程中极好的候选者。
• A Straightforward, One-Pot Protocol for the Synthesis of Fused 3-Aminotriazoles
  作者：Horacio Comas、Gérald Bernardinelli、Dominique Swinnen

  DOI：10.1021/jo9009084

  日期：2009.8.7

  A simple protocol for the synthesis of 3-amino-[1,2,4]triazolo[4,3-a]pyridines is reported. The newly developed one-pot methodology involves the reaction of hydrazinopyridine with isothiocyanates to give the corresponding thiosemicarbazides, which are further desulfurized in situ using polymer-supported Mukaiyama's reagent to promote the final cyclization and formation of the central core. Aryl isothiocyanates bearing both electron-donating and electron-withdrawing groups are well tolerated, and the expected compounds were obtained in excellent purities and yields after removal of salts with a SPE-NH2 column. This methodology proved to be robust in the extension to 3-amino-[1,2,4]triazolo[4,3-a]-pyrazines and 3-amino-[1,2,4]triazolo[4,3-c]-pyrimidines, and no significant differences were noticed in terms of purities and yields. The straightforward protocol developed, mix,filler, and evaporate, is appropriate for performing multiple reactions in parallel fashion without need of purification.