N-(2,6-diethylphenyl)benzamide | 29416-06-6

• 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-(2,6-diethylphenyl)benzamide
• 英文别名: Benzoyl-2.6-diethylanilid；N-(2',6'-Diethylphenyl)-benzamid；benzoic acid-(2,6-diethyl-anilide)；Benzoesaeure-(2,6-diaethyl-anilid)
• CAS: 29416-06-6
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: OXQRSNLENDFJRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,6-diethylphenyl)benzamide 在 吡啶 、 phosphorus pentoxide 作用下， 生成 Thiobenzoyl-(2.6-diethylanilid)
  参考文献：
  名称：

  Walter,W.; Wohlers,K., Justus Liebigs Annalen der Chemie, 1971, vol. 752, p. 115 - 135

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二乙基苯胺 、 苯甲酸苯酯 在 sodium hydride 作用下， 以 neat (no solvent) 为溶剂， 反应 20.0h， 以62%的产率得到N-(2,6-diethylphenyl)benzamide
  参考文献：
  名称：

  由苯酯和芳基胺合成不含溶剂和过渡金属的酰胺†

  摘要：

  开发了一种由苯酯和芳基胺合成酰胺的通用、经济和环保的方法。与先前报道的钯催化方法相比，这种新方法具有显着优势。该反应在无过渡金属和无溶剂的情况下使用廉价且对环境无害的碱 NaH 进行。这种方法使我们能够以高产率和高原子经济性获得目标酰胺。

  DOI：

  10.1039/c8ra10040c

文献信息

• Investigation of ligand steric effects on a highly cis-selective Rh(i) cyclopropanation catalyst
  作者：Marianne Lenes Rosenberg、Eirin Langseth、Alexander Krivokapic、Nalinava Sen Gupta、Mats Tilset

  DOI：10.1039/c1nj20343f

  日期：——

  Four new Rh(I) complexes bearing chelating imine-functionalized N-heterocyclic carbene ligands have been synthesized and characterized. The catalytic activity of these new Rh(I) complexes has been tested in the cyclopropanation reaction between ethyl diazoacetate and styrene. One of the new complexes, having ethyl groups on the ligand N-aryl ring, exhibited a reactivity and a cis-diastereoselectivity that were comparable to our previously reported Rh(I) cyclopropanation catalyst of this type, and a higher yield and cis-diastereoselectivity were obtained at lower catalyst loadings and higher temperatures. The other new Rh(I) complexes were found to be inferior to the previously reported Rh(I) cyclopropanation catalyst. The catalytic study gave important information about the effect that changing the steric requirements of the substituents at the ligand system has on the efficiency and cis-diastereoselectivity of the complexes as cyclopropanation catalysts.

  合成了四种新型Rh(I)配合物，它们带有螯合亚胺功能化的N-杂环卡宾配体，并对这些配合物进行了表征。测试了这些新型Rh(I)配合物在二氮乙酸乙酯和苯乙烯的环丙烷化反应中的催化活性。其中一种新型配合物在配体N-芳基环上具有乙基，其反应活性和顺式立体选择性与先前报道的该类型Rh(I)环丙烷化催化剂相当，并在较低催化剂用量和较高温度下获得了更高的产率和顺式立体选择性。其他新型Rh(I)配合物的性能则不如先前报道的Rh(I)环丙烷化催化剂。这项催化研究提供了重要信息，即改变配体系统上取代基的立体要求对配合物作为环丙烷化催化剂的效率和顺式立体选择性的影响。
• On DABAL-Me3 promoted formation of amides
  作者：Nathalie Dubois、Daniel Glynn、Thomas McInally、Barrie Rhodes、Simon Woodward、Derek J. Irvine、Chris Dodds

  DOI：10.1016/j.tet.2013.08.062

  日期：2013.11

  acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic

  的范围和DABAL-ME的效用3个甲基酯和游离羧酸与在各种条件下伯和仲胺（回流，密封管，微波）的联接器相比已经用于显著范围耦合相关的伙伴制备的医药化学中感兴趣的酰胺类化合物。商业微波反应器促进最快的偶联，并允许使用空间位阻显着的胺（伯胺和仲胺）和羧酸衍生物。已显示微波能量对反应系统的影响通常与热效应（过压和过热）有关。
• Cyclopentadienyl-Free Rare-Earth Metal Amides [{(CH₂SiMe₂){(2,6-<i>i</i>Pr₂C₆H₃)N}₂}Ln{N(SiMe₃)₂}(THF)] as Highly Efficient Versatile Catalysts for C–C and C–N Bond Formation
  作者：Yunjun Wu、Shaowu Wang、Lijun Zhang、Gaosheng Yang、Xiancui Zhu、Zhihong Zhou、Hong Zhu、Shihong Wu

  DOI：10.1002/ejoc.200901015

  日期：2010.1

  Efficient methods have been developed for the direct synthesis of amides from aldehydes and a straightforward route to propiolamidines using cyclopentadienyl-free rare-earth metal amides [(CH 2 SiMe 2 )(2,6-iPr 2 C 6 H 3 )N} 2 }LnN(SiMe 3 ) 2 }-(THF)] [Ln = Yb (1), Y (2), Dy (3), Sm (4), Nd (5)] as versatile catalysts. The results indicate that in the direct synthesis of amides from aldehydes the

  已经开发出从醛直接合成酰胺的有效方法和使用不含环戊二烯基的稀土金属酰胺 [(CH 2 SiMe 2 )(2,6-iPr 2 C 6 H 3 )N } 2 }LnN(SiMe 3 ) 2 }-(THF)] [Ln = Yb (1), Y (2), Dy (3), Sm (4), Nd (5)] 作为通用催化剂。结果表明，在醛直接合成酰胺中，催化剂的活性顺序为2>1∼3∼4∼5。这些方法具有催化剂制备容易、催化剂载量低、底物转化产物转化率高、反应条件温和以及与多种底物相容等优点。
• SOME CHEMISTRY OF 2,6-DIETHYLANILINE
  作者：P. M. G. Bavin、J. M. W. Scott

  DOI：10.1139/v58-188

  日期：1958.9.1

  Orientation in the nitration and bromination of amides derived from 2,6-diethylaniline has been shown to be dependent on the acidity of the reaction medium, as found previously for the 2,6-dimethyl homologues.

  从2,6-二乙基苯胺衍生的酰胺的硝化和溴化取向已被证明取决于反应介质的酸度，这与之前对2,6-二甲基同系物的发现相符。
• Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines
  作者：Sergey A. Rzhevskiy、Alexandra A. Ageshina、Gleb A. Chesnokov、Pavel S. Gribanov、Maxim A. Topchiy、Mikhail S. Nechaev、Andrey F. Asachenko

  DOI：10.1039/c8ra10040c

  日期：——

  A general, economical, and environmentally friendly method of amide synthesis from phenyl esters and aryl amines was developed. This new method has significant advantages compared to previously reported palladium-catalyzed approaches. The reaction is performed transition metal- and solvent-free, using a cheap and environmentally benign base, NaH. This approach enabled us to obtain target amides in

  开发了一种由苯酯和芳基胺合成酰胺的通用、经济和环保的方法。与先前报道的钯催化方法相比，这种新方法具有显着优势。该反应在无过渡金属和无溶剂的情况下使用廉价且对环境无害的碱 NaH 进行。这种方法使我们能够以高产率和高原子经济性获得目标酰胺。