1-(4-methoxyphenyl)-N-(thiophen-2-ylmethyl)methanimine | 145799-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-N-(thiophen-2-ylmethyl)methanimine
• CAS: 145799-77-5
• 化学式: C₁₃H₁₃NOS
• 分子量: 231.318
• InChiKey: HJLKWGRVSCFZCU-UHFFFAOYSA-N

物化性质

• 沸点：
  352.3±32.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  戊二酸酐 、 1-(4-methoxyphenyl)-N-(thiophen-2-ylmethyl)methanimine 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 生成 2-(4-Methoxyphenyl)-6-oxo-1-(thiophen-2-ylmethyl)piperidine-3-carboxylic acid
  参考文献：
  名称：

  Toward Lead-Oriented Synthesis: One-Pot Version of Castagnoli Condensation with Nonactivated Alicyclic Anhydrides

  摘要：

  One-pot variation of Castagnoli condensation, that is, reaction of cyclic anhydrides, amines, and aldehydes, has been developed as a combinatorial approach to 1,2-disubstituted 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids, as well as their benzo-analogues. Utility of the method to multigram preparation of building blocks and synthetic intermediates was also demonstrated. The final products are obtained in high yields and diastereoselectivity. The method fits well in the concept of lead-oriented synthesis; in particular, it can be used for the design of lead-like Compound libraries, even if the strictest cut-offs are applied to the physicochemical properties of their members.

  DOI：

  10.1021/co4001277
• 作为产物：
  描述：

  2-噻吩甲胺 、 4-甲氧基苯甲醛 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 生成 1-(4-methoxyphenyl)-N-(thiophen-2-ylmethyl)methanimine
  参考文献：
  名称：

  新型基于噻吩的环化化合物：合成，表征和反应性

  摘要：

  一系列之间的反应噻吩基与[（η亚胺6 -C 6 H ^ 6）的RuCl（μ-Cl）的] 2，在碱性介质中，并在MeCN给家庭化学计量的[Ru（C的ruthenacycles的∧ N）（NCMe）4 ] PF 6（C ∧N =正金属化的噻吩亚胺）。在这些物种中，CH活化过程在大多数情况下是在噻吩环上产生的。当两个CH键竞争时（噻吩与芳基），环金属化可以根据亚甲基C═N键的位置被区域选择性地驱动到噻吩单元或芳环上。根据杂环中亚胺的情况（分别为3或2），环金属化也可以定向到噻吩的2或3位。在所有研究的情况下，η 6 -C 6 H ^ 6配体被乙腈取代。已经确定了两种代表性复合物的X射线结构。这些基于噻吩的金属环在非常温和的条件下与碘反应，水解后得到取代的3-碘-2-甲酰基（苯并）噻吩或取代的2-碘-3-甲酰基（苯并）噻吩，作为有机金属前体的函数。

  DOI：

  10.1021/ic101946n

文献信息

• Novel Thiophene-Based Cycloruthenated Compounds: Synthesis, Characterization, and Reactivity
  作者：Luciano Cuesta、Irene Maluenda、Tatiana Soler、Rafael Navarro、Esteban P. Urriolabeitia

  DOI：10.1021/ic101946n

  日期：2011.1.3

  ruthenacycles of stoichiometry [Ru(C∧N)(NCMe)4]PF6 (C∧N = orthometalated thiopheneimine). In these species, the C−H activation process is produced in most cases at the thiophene ring. When two C−H bonds are competing (thiophene vs aryl), the cyclometalation can be driven regioselectively to the thiophene unit or to the aryl ring as a function of the location of the iminic C═N bond. Cyclometalation can also

  一系列之间的反应噻吩基与[（η亚胺6 -C 6 H ^ 6）的RuCl（μ-Cl）的] 2，在碱性介质中，并在MeCN给家庭化学计量的[Ru（C的ruthenacycles的∧ N）（NCMe）4 ] PF 6（C ∧N =正金属化的噻吩亚胺）。在这些物种中，CH活化过程在大多数情况下是在噻吩环上产生的。当两个CH键竞争时（噻吩与芳基），环金属化可以根据亚甲基C═N键的位置被区域选择性地驱动到噻吩单元或芳环上。根据杂环中亚胺的情况（分别为3或2），环金属化也可以定向到噻吩的2或3位。在所有研究的情况下，η 6 -C 6 H ^ 6配体被乙腈取代。已经确定了两种代表性复合物的X射线结构。这些基于噻吩的金属环在非常温和的条件下与碘反应，水解后得到取代的3-碘-2-甲酰基（苯并）噻吩或取代的2-碘-3-甲酰基（苯并）噻吩，作为有机金属前体的函数。
• Toward Lead-Oriented Synthesis: One-Pot Version of Castagnoli Condensation with Nonactivated Alicyclic Anhydrides
  作者：Sergey V. Ryabukhin、Dmitriy M. Panov、Dmitry S. Granat、Eugeniy N. Ostapchuk、Dmitriy V. Kryvoruchko、Oleksandr O. Grygorenko

  DOI：10.1021/co4001277

  日期：2014.3.10

  One-pot variation of Castagnoli condensation, that is, reaction of cyclic anhydrides, amines, and aldehydes, has been developed as a combinatorial approach to 1,2-disubstituted 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids, as well as their benzo-analogues. Utility of the method to multigram preparation of building blocks and synthetic intermediates was also demonstrated. The final products are obtained in high yields and diastereoselectivity. The method fits well in the concept of lead-oriented synthesis; in particular, it can be used for the design of lead-like Compound libraries, even if the strictest cut-offs are applied to the physicochemical properties of their members.