N-(1-ethoxyethyl)-p-toluenesulfonamide | 835629-11-3

• 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-ethoxyethyl)-p-toluenesulfonamide
• 英文别名: Benzenesulfonamide, N-(1-ethoxyethyl)-4-methyl-；N-(1-ethoxyethyl)-4-methylbenzenesulfonamide
• CAS: 835629-11-3
• 化学式: C₁₁H₁₇NO₃S
• 分子量: 243.327
• InChiKey: HPPCTAKNBVINHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙醚 、 [(N-tosylimino)iodo]benzene 在 [PhB{CH₂P(p-CF₃Ph)₂}₃]Ag(PPh₃) 作用下， 反应 5.0h， 以35%的产率得到N-(1-ethoxyethyl)-p-toluenesulfonamide
  参考文献：
  名称：

  Syntheses of a Novel Fluorinated Trisphosphinoborate Ligand and Its Copper and Silver Complexes. Catalytic Activity toward Nitrene Transfer Reactions

  摘要：

  A novel fluorinated ligand, the anionic PhB(CH2P(p-CF3C6H4)(2))(3) (PhBP3 (p-CF3Ph)); has been synthesized and characterized, as well as its corresponding thallium, copper, and silver derivatives. The presence of fluorine atoms in the ligand structure induced the desired effect of enhancing electrophilic character at the metal center, without promoting substantial changes in the ligand skeleton compared with the parent ligand PhB(CH2PPh2)(3) - (PhBP3). Olefin aziridination and C-H amidation reactions have been induced with those complexes as catalyst precursors. The copper derivative catalyzed the olefin aziridination of an array of olefins bearing either electron-donating or electron-withdrawing groups. The silver analogue was found to promote the C-H amidation of a series of substrates in moderate to high yields.

  DOI：

  10.1021/ic4028223

文献信息

• Amination of ethers using chloramine-T hydrate and a copper(i) catalyst
  作者：David P. Albone、Stephen Challenger、Andrew M. Derrick、Shaun M. Fillery、Jacob L. Irwin、Christopher M. Parsons、Hiroya Takada、Paul C. Taylor、D. James Wilson

  DOI：10.1039/b410883c

  日期：——

  by ether oxygen atoms is facile with chloramine-T as nitrene source and copper(I) chloride in acetonitrile as catalyst. For cyclic ethers the hemiaminal products are generally stable and can be isolated pure. For acyclic ethers, the hemiaminal products, as expected, fragment with elimination of alcohol to yield imines. When activation of benzylic positions is remote through a conjugated system, stable

  由醚氧原子活化的CH键的胺化反应很容易，以氯胺-T为氮源，氯化铜（I）在乙腈中为催化剂。对于环状醚，血红素产物通常是稳定的，并且可以是纯净的。对于无环醚，预期的半缩醛产物会在消除醇的情况下裂解，生成亚胺。当通过共轭体系远程控制苄基位置时，会分离出稳定的苄胺衍生物。机理研究与在速率确定步骤中将亲电子亚硝基化合物一致地插入CH键相一致，尽管与活化程度更高的底物是异步的。
• Direct Synthesis of Hemiaminal Ethers<i>via</i>a Three-Component Reaction of Aldehydes, Amines and Alcohols
  作者：Álvaro Beltrán、Eleuterio Álvarez、M. Mar Díaz-Requejo、Pedro J. Pérez

  DOI：10.1002/adsc.201500588

  日期：2015.9.14

  The reaction of aldehydes, amines and alcohols usually leads to a series of equilibria from which isolation of one product is difficult to achieve. We have found that this three‐component reaction can be controlled and directed in an exclusive manner toward the formation of the hemiaminal ether. A series of 33 hemiaminal ethers has been obtained in high yields, from different aldehydes, amines and

  醛，胺和醇的反应通常会导致一系列平衡，从中很难分离出一种产物。我们发现，这种三组分反应可以以排他的方式控制和引导至半胱氨酸醚的形成。仅在分子筛作为促进剂的情况下，在非常温和的条件下，即可从不同的醛，胺和醇以高收率获得一系列33种半缩醛醚。
• Syntheses of a Novel Fluorinated Trisphosphinoborate Ligand and Its Copper and Silver Complexes. Catalytic Activity toward Nitrene Transfer Reactions
  作者：Ismael Arenas、M. Ángeles Fuentes、Eleuterio Álvarez、Yolanda Díaz、Ana Caballero、Sergio Castillón、Pedro J. Pérez

  DOI：10.1021/ic4028223

  日期：2014.4.21

  A novel fluorinated ligand, the anionic PhB(CH2P(p-CF3C6H4)(2))(3) (PhBP3 (p-CF3Ph)); has been synthesized and characterized, as well as its corresponding thallium, copper, and silver derivatives. The presence of fluorine atoms in the ligand structure induced the desired effect of enhancing electrophilic character at the metal center, without promoting substantial changes in the ligand skeleton compared with the parent ligand PhB(CH2PPh2)(3) - (PhBP3). Olefin aziridination and C-H amidation reactions have been induced with those complexes as catalyst precursors. The copper derivative catalyzed the olefin aziridination of an array of olefins bearing either electron-donating or electron-withdrawing groups. The silver analogue was found to promote the C-H amidation of a series of substrates in moderate to high yields.