(Z)-N-(3-benzyl-4-phenylthiazol-2(3H)-ylidene)aniline | 1354258-80-2

• 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: (Z)-N-(3-benzyl-4-phenylthiazol-2(3H)-ylidene)aniline
• 英文别名: N-(3-benzyl-4-phenylthiazol-2(3H)-ylidene)phenylamine
• CAS: 1354258-80-2
• 化学式: C₂₂H₁₈N₂S
• 分子量: 342.464
• InChiKey: UPCXPYPKHNTCAE-FCQUAONHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.29
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  苯乙炔 在 碘化铵 、 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 生成 (Z)-N-(3-benzyl-4-phenylthiazol-2(3H)-ylidene)aniline
  参考文献：
  名称：

  A Base-Free Multicomponent Domino Approach: One-Pot Synthesis of 2-Iminothiazolines via Oxy-Iodination of Arylacetylenes

  摘要：

  A simple and an efficient multicomponent domino protocol is developed for the synthesis of 2-iminothiazolines starting from simple and readily available arylacetylenes, amines, and phenyl isothiocyanates under base-free conditions. The present method involves oxy-iodination of the arylacetylenes with ammonium iodide and hydrogen peroxide, followed by cyclization processes. A number of diversely functionalized 2-iminothiazolines are synthesized in good to excellent yields.

  DOI：

  10.1055/s-0035-1560502

文献信息

• An efficient synthesis of thiazol-2-imine derivatives via a one-pot, three-component reaction
  作者：Majid M. Heravi、Setareh Moghimi

  DOI：10.1016/j.tetlet.2011.11.017

  日期：2012.1

  A simple and highly efficient one-pot, three-component procedure for the synthesis of thiazol-2-imines, via the reaction of aromatic α-bromoketones, primary amines, and phenyl isothiocyanate in the presence of a catalytic amount of triethylamine, is described.

  描述了一种简单而高效的一锅三组分合成噻唑-2-亚胺的方法，该方法是在催化量的三乙胺存在下，通过芳族α-溴代酮，伯胺和异硫氰酸苯酯的反应进行的。
• Sequential change in one-pot, three-component protocol: A stepping stone in heterocyclic synthesis
  作者：Ranganathan Raja、Dinesh Murugan、Archana Sivasubramaniyan、Jaabil George、Sakthivel Perumal、Ponnuswamy Alagusundaram、Mohan Raj Jayakumar、Murugavel Saminathan

  DOI：10.1080/00397911.2016.1178775

  日期：2016.6.2

  Two different heterocycles, thiazole-2-imines and imidazole-2-thiones, have been conveniently synthesized by just altering the sequential order (1 + 2 + 3 or 1 + 3 + 2) when combining the same components [aryl amine (1), aryl isothiocyanate (2), and phenacyl bromide (3)] in one-pot, three-component protocols. The third possible sequential order of combination (2 + 3 + 1) chemoselectively affords thiazole-2-imine. The finding is a stepping stone in the synthetic applicability of sequential one-pot, three-component protocols.[GRAPHICS].