N-(4-methoxyphenyl)-2-(thiophen-2-yl)acetamide

• 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-(4-methoxyphenyl)-2-(thiophen-2-yl)acetamide
• 英文别名: Acetamide, N-(4-methoxyphenyl)-2-(2-thienyl)-；N-(4-methoxyphenyl)-2-thiophen-2-ylacetamide
• 化学式: C₁₃H₁₃NO₂S
• 分子量: 247.318
• InChiKey: ZKDDGJXJRDSOSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  噻酚-2-乙酰胺 、 4-氯苯甲醚 在 copper(I) oxide 、 potassium phosphate 、 N1,N2-双(2-噻吩甲基)-乙二酰胺 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以74%的产率得到N-(4-methoxyphenyl)-2-(thiophen-2-yl)acetamide
  参考文献：
  名称：

  （杂）芳基氯化物与酰胺的铜催化偶联反应

  摘要：

  Cu 2 O / N，N'-双（噻吩-2-基甲基）草酰胺被确立为用较差的反应性（杂）芳基氯化物进行戈德堡酰胺化的有效催化剂体系，迄今为止，Cu催化还没有有效地证明这一点。 。反应很好地放宽了对各种官能化的（杂）芳基氯化物以及各种芳族和脂族伯酰胺的反应，收率非常好。此外，实现了内酰胺和恶唑烷酮的芳基化。本催化体系还完成了分子内的交叉偶联产物。

  DOI：

  10.1021/acs.orglett.7b02326

文献信息

• Synthesis and biological evaluation of N-(aryl)-2-thiophen-2-ylacetamides series as a new class of antitubercular agents
  作者：Maria Cristina Silva Lourenço、Felipe Rodrigues Vicente、Maria das Graças Muller de Oliveira Henriques、André Luis Peixoto Candéa、Raoni Schroeder Borges Gonçalves、Thais Cristina M. Nogueira、Marcelle de Lima Ferreira、Marcus Vinícius Nora de Souza

  DOI：10.1016/j.bmcl.2007.09.096

  日期：2007.12

  The present article describes a series of 21 N-(aryl)-2-thiophen-2-ylacetamides, which were synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis, and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/mL. The compounds 2, 3, 7, 8,11, 12, 15,16, and 20 exhibited activity between 25 and 100 mu g/mL and could be a good start point to find new lead compounds in the fight against multidrug resistant tuberculosis. (c) 2007 Elsevier Ltd. All rights reserved.
• An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides
  作者：Brett P. Fors、Karin Dooleweerdt、Qingle Zeng、Stephen L. Buchwald

  DOI：10.1016/j.tet.2009.04.096

  日期：2009.8

  A catalyst based on a new biarylphosphine ligand (3) for the Pd-catalyzed cross-coupling reactions of amides and aryl chlorides is described. This system shows the highest turnover frequencies reported to date for these reactions, especially for aryl chloride substrates bearing an ortho substituent. An array of amides and aryl chlorides were successfully reacted in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.