2-(2,5-双(苯基氨基)苯基)-2-氰基乙酸乙酯 | 1200190-29-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(2,5-双(苯基氨基)苯基)-2-氰基乙酸乙酯
• 英文名称: ethyl 2-(2,5-bis(phenylamino)phenyl)-2-cyanoacetate
• 英文别名: Ethyl 2-cyano-2-(2,5-dianilinophenyl)acetate
• CAS: 1200190-29-9
• 化学式: C₂₃H₂₁N₃O₂
• 分子量: 371.439
• InChiKey: VPHLSQSZGCWOIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N' diphenyl-1,4 benzoquinone diimine 、 氰乙酸乙酯 在 四丁基氟化铵 作用下， 以 水 、 乙腈 为溶剂， 以77%的产率得到2-(2,5-双(苯基氨基)苯基)-2-氰基乙酸乙酯
  参考文献：
  名称：

  A Serendipitous C−C Bond Formation Reaction between Michael Donors and Diiminoquinoid Ring Assisted by Quaternary Ammonium Fluoride

  摘要：

  An efficient C-C bond formation reaction assisted by a fluoride ion has been identified for N,N'-diphenyl-1,4-phenylenediimine with the compounds having an active methylene group. The reaction follows the typical Michael addition fashion and proceeds to completion within 1 h at 70 degrees C in acetonitrile in the presence of tetrabutylammonium fluoride (TBAF), while the same reaction failed to proceed in the absence of a fluoride anion. The new finding reported herein also offers an unprecedented method for a direct functionalization of polyaniline backbone with versatile functional alkyl groups.

  DOI：

  10.1021/ol9025843

文献信息

• METHOD FOR DIRECT FUNCTIONALIZATION OF POLYANILINE AND OTHER MOLECULES HAVING DIIMINOQUINOID RING VIA C-C BOND FORMATION, AND PRODUCT YIELDED THEREWITH
  申请人：Han Chien-Chung

  公开号：US20120130114A1

  公开（公告）日：2012-05-24

  A method for direct functionalization of polyaniline and other molecules with at least one diiminoquinoid ring through C—C bond formation is described. Fluoride ion, or a weak base whose conjugated acid form has a pK a value of 1-10, is used as a catalyst to react the molecule with an organic compound that has an abstractable proton directly bonded to the target carbon atom thereof to be bonded to the diiminoquinoid ring and has a pKa value less than 30 for the abstractable proton.

  本文描述了一种通过C-C键形成直接对聚苯胺和其他至少含有一个二亚胺喹啉环的分子进行官能化的方法。使用氟离子或具有pKa值为1-10的共轭酸形式的弱碱作为催化剂，将具有可提取质子的有机化合物与目标碳原子直接结合的二亚胺喹啉环反应，其pKa值小于30。
• US9006490B2
  申请人：——

  公开号：US9006490B2

  公开（公告）日：2015-04-14