N-(1,1'-biphenyl-4-yl)-N'-phenylthiourea | 4474-04-8

• 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-(1,1'-biphenyl-4-yl)-N'-phenylthiourea
• 英文别名: N-biphenyl-4-yl-N'-phenyl-thiourea；N-Biphenyl-4-yl-N'-phenyl-thioharnstoff；1-Phenyl-3-(4-phenylphenyl)thiourea
• CAS: 4474-04-8
• 化学式: C₁₉H₁₆N₂S
• 分子量: 304.415
• InChiKey: KJRMDJDIKFAPQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1,1'-biphenyl-4-yl)-N'-phenylthiourea 在 氯仿 、 溴 作用下， 生成 N-([1,1'-biphenyl]-4-yl)benzo[d]thiazol-2-amine
  参考文献：
  名称：

  White; Brewster, Transactions of the Kansas Academy of Science, 1939, vol. 19, p. 241

  摘要：

  DOI：
• 作为产物：
  描述：

  硝基联苯 在 sodium hydrogensulfide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 N-(1,1'-biphenyl-4-yl)-N'-phenylthiourea
  参考文献：
  名称：

  N-Biphenyl thioureas as carboxylate receptors. Effect of the ligand substituents on the geometry of the complexes

  摘要：

  Six new biphenyl thiourea derivatives have been prepared to be used in carboxylate sensing. Experiments carried out with these ligands have demonstrated that the type of interaction with TBA carboxylates is strongly dependent on the substituents in the thiourea moiety. These interactions go from the formation of 1:1 hydrogen-bonded complexes to acid-base reactions. In addition, different geometries have been observed for the complexes being dependent on the conformations of the free ligands in solution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.058

文献信息

• Electrocatalytic Desulfurizative Amination of Thioureas to Guanidines
  作者：Wei Jiang、Bing Wang、Chunlan Song、Jie Liu

  DOI：10.1021/acs.joc.3c01612

  日期：2023.10.20

  N-containing molecules with a wide range of applications. Described here is a selective and efficient electrochemical approach to the synthesis of guanidines from easily accessible thioureas and amines. The key to success for this reaction is the in situ generation of a hypervalent iodine reagent as a catalyst from iodoarene by anodic oxidation. This mild desulfurizative amination presents ample substrate scope

  胍被认为是一类重要的含氮分子，具有广泛的应用。这里描述的是一种选择性且有效的电化学方法，用于从容易获得的硫脲和胺合成胍。该反应成功的关键是通过阳极氧化从碘芳烃中原位生成高价碘试剂作为催化剂。这种温和的脱硫胺化具有充足的底物范围和良好的官能团耐受性，无需使用额外的化学计量化学氧化剂。由于只有电子作为氧化试剂，该方法为多功能胍提供了更直接和可持续的方式，包括药物相关分子的后期功能化。
• Dains; Andrews; Roberts, University of Kansas Science Bulletin, 1932, vol. 20, p. 173,176
  作者：Dains、Andrews、Roberts

  DOI：——

  日期：——
• Brewster; Horner, Transactions of the Kansas Academy of Science, 1937, vol. 40, p. 101
  作者：Brewster、Horner

  DOI：——

  日期：——
• N-Biphenyl thioureas as carboxylate receptors. Effect of the ligand substituents on the geometry of the complexes
  作者：Ana M. Costero、Pablo Gaviña、Gemma M. Rodríguez-Muñiz、Salvador Gil

  DOI：10.1016/j.tet.2006.06.058

  日期：2006.9

  Six new biphenyl thiourea derivatives have been prepared to be used in carboxylate sensing. Experiments carried out with these ligands have demonstrated that the type of interaction with TBA carboxylates is strongly dependent on the substituents in the thiourea moiety. These interactions go from the formation of 1:1 hydrogen-bonded complexes to acid-base reactions. In addition, different geometries have been observed for the complexes being dependent on the conformations of the free ligands in solution. (c) 2006 Elsevier Ltd. All rights reserved.
• White; Brewster, Transactions of the Kansas Academy of Science, 1939, vol. 19, p. 241
  作者：White、Brewster

  DOI：——

  日期：——