N-ethyl-N-(3-methylphenyl)formamide | 15296-55-6

• 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-ethyl-N-(3-methylphenyl)formamide
• 英文别名: N-Ethyl-N-formyl-m-toluidin；formic acid-(N-ethyl-m-toluidide)；Ameisensaeure-(N-aethyl-m-toluidid)
• CAS: 15296-55-6
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: OBBYLRPECZCYHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  硫酸二乙酯 、 3-甲基N-甲酰苯胺 在 三乙胺盐酸盐 sodium hydroxide 作用下， 生成 N-ethyl-N-(3-methylphenyl)formamide
  参考文献：
  名称：

  Brehme, R.; Thelen, P., Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 2, p. 299 - 302

  摘要：

  DOI：

文献信息

• Catalyst-free N-formylation of amines using BH₃NH₃ and CO₂ under mild conditions
  作者：Tian-Xiang Zhao、Gao-Wen Zhai、Jian Liang、Ping Li、Xing-Bang Hu、You-Ting Wu

  DOI：10.1039/c7cc03860g

  日期：——

  The catalyst-free N-formylation of amines using CO2 as the C1 source and BH3NH3 as the reductant has been developed for the first time. The corresponding formylated products of both primary and secondary amines are obtained in good to excellent yields (up to 96% of isolated yield) under mild conditions.

  首次开发了使用CO 2作为C 1源和BH 3 NH 3作为还原剂的胺的无催化剂N-甲酰化。在温和条件下，伯胺和仲胺的相应甲酰化产物均以良好至极佳的收率（高达分离收率的96％）获得。
• Biomass-derived N-doped porous carbon: an efficient metal-free catalyst for methylation of amines with CO₂
  作者：Feiying Tang、Liqiang Wang、You-Nian Liu

  DOI：10.1039/c9gc03277k

  日期：——

  Developing green, efficient, and low-cost catalysts for methylation of N–H by using CO2 as the C1 resource is highly desired yet remains a significant challenge. Herein, N-doped porous carbons (NPCs) were designed, synthesized, and proved to be an excellent metal-free catalyst for CO2-participated methylation conversion. NPCs were prepared via the pyrolysis of a mixture of tannic acid and urea. Both

  迫切需要通过使用CO 2作为C1资源开发绿色，高效且低成本的N-H甲基化催化剂，但仍然是一个巨大的挑战。本文中，设计，合成了N掺杂的多孔碳（NPC），并证明它是用于CO 2参与的甲基化转化的极佳的无金属催化剂。NPC通过单宁酸和尿素混合物的热解制备。理论计算和实验均表明，NPC中的N物种，特别是吡啶二氮和吡咯N可以作为Lewis的碱性位点，攻击CO 2以削弱C O键并降低分子转化障碍，从而促进N–H的甲基化反应。产生例如N，N-二甲基苯胺。此外，独特的多孔结构可以丰富CO 2并加速传质，协同促进CO 2的转化。优化的NPC （1/5）催化剂，整合的多孔结构和强路易斯碱度，表现出对CO优异的催化活性2温和的条件下基甲基化反应（1巴CO 2，75℃）。我们的工作首次证明了通过利用CO 2作为C1资源，使用NPC催化氨基化合物的甲基化以生产N，N-二甲基胺的可行性。
• In Situ‐Generated Cu ^I Catalytic System for Oxidative <i>N</i> ‐Formylation of N‐Heterocycles and Acyclic Amines with Methanol
  作者：Yujing Zhang、Xingchao Dai、Jixue Wang、Junxi Liang、Jabor Rabeah、Xia Tian、Xiaoqiang Yao、Yanbin Wang、Shaofeng Pang

  DOI：10.1002/cssc.202202104

  日期：2023.2.8

  AbstractThe development of a sustainable and simple catalytic system for N‐formylation of N‐heterocycles with methanol by direct coupling remains a challenge, owing to many competing side reactions, given the sensitivity of N‐heterocycles to many catalytic oxidation or dehydrogenation systems. This work concerns the development of an in situ‐generated CuI catalytic system for oxidative N‐formylation of N‐heterocycles with methanol that is based on the case study of a more typical 1,2,3,4‐tetrahydroquinoline as substrate. Aside from N‐heterocycles, some acyclic amines are also transformed into the corresponding N‐formamides in moderate yields. Furthermore, a probable reaction mechanism and reaction pathway are proposed and extension of work based on some findings leads to a demonstration that the formed ⋅O2− and ⋅OOH radicals in the catalytic system is related to the formation of undesired tar‐like products.
• US3960844A
  申请人：——

  公开号：US3960844A

  公开（公告）日：1976-06-01
• [EN] PYRROLE DERIVATIVES AS PHARMACEUTICAL AGENTS<br/>[FR] DERIVES DE PYRROLE EN TANT QU'AGENTS PHARMACEUTIQUES
  申请人：EXELIXIS INC

  公开号：WO2006012642A2

  公开（公告）日：2006-02-02

  Compounds, compositions and methods for modulating the activity of receptors are provided. In particular compounds and compositions are provided for modulating the activity of receptors and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder directly or indirectly related to the activity of the receptors.