N-(3,5-dimethylphenyl)-2-methylbenzamide | 329938-23-0

• 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-(3,5-dimethylphenyl)-2-methylbenzamide
• CAS: 329938-23-0
• 化学式: C₁₆H₁₇NO
• mdl: MFCD00784053
• 分子量: 239.317
• InChiKey: FSFQNORFDSVREA-UHFFFAOYSA-N

物化性质

• 沸点：
  308.4±41.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,5-二甲基苯基异氰酸酯 在 potassium fluoride 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 以 1,4-二氧六环 为溶剂， 反应 32.0h， 生成 N-(3,5-dimethylphenyl)-2-methylbenzamide
  参考文献：
  名称：

  Direct Amidation of N-Boc- and N-Cbz-Protected Amines via Rhodium-Catalyzed Coupling of Arylboroxines and Carbamates

  摘要：

  N-Boc- and N-Cbz-protected amines are directly converted into amides by a novel rhodium-catalyzed coupling of arylboroxines and carbamates, replacing the traditional two-step deprotection-condensation sequence. Both protected anilines and aliphatic amines are efficiently transformed into a wide variety of secondary benzamides, including sterically hindered and electron-deficient amides, as well as in the presence of acid-labile and reducible functional groups.

  DOI：

  10.1021/acs.orglett.5b03061

文献信息

• Practical one-pot amidation of <i>N</i>-Alloc-, <i>N</i>-Boc-, and <i>N</i>-Cbz protected amines under mild conditions
  作者：Wan Pyo Hong、Van Hieu Tran、Hee-Kwon Kim

  DOI：10.1039/d1ra02242c

  日期：——

  A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and

  已经描述了由N - Alloc-、N - Boc- 和N -Cbz-保护的胺轻松一锅合成酰胺。该反应涉及使用在 2-氯吡啶和三氟甲磺酰酐存在下原位生成的异氰酸酯中间体与格氏试剂反应生成相应的酰胺。使用该反应方案，多种N - Alloc-、N - Boc- 和N -Cbz-保护的脂肪胺和芳基胺以高产率有效地转化为酰胺。该方法对酰胺的合成非常有效，并为简便的酰胺化提供了一种有前途的方法。
• Copper(<scp>i</scp>)-catalyzed amidation reaction of organoboronic esters and isocyanates
  作者：Tedrick Thomas Salim Lew、Diane Shu Wen Lim、Yugen Zhang

  DOI：10.1039/c5gc01374g

  日期：——

  A simple and efficient methodology for the preparation of amides from easily available organoboronic esters and isocyanates has been accomplished using ligand-free copper(I) catalyst. The reaction system demonstrated broad substrate...

  使用不含配体的铜（I）催化剂已经完成了一种简单有效的方法，由易于获得的有机硼酸酯和异氰酸酯制备酰胺。反应体系显示出广泛的底物...