2-Hydroxyphenylacet-(m-chloranilid) | 42729-83-9

• 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: 2-Hydroxyphenylacet-(m-chloranilid)
• 英文别名: N-(3-chlorophenyl)-2-(2-hydroxyphenyl)acetamide
• CAS: 42729-83-9
• 化学式: C₁₄H₁₂ClNO₂
• 分子量: 261.708
• InChiKey: JZTSEWYYXNDCQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯并呋喃-2(3H)-酮 、 3-氯苯胺 生成 2-Hydroxyphenylacet-(m-chloranilid)
  参考文献：
  名称：

  Stabilization of Drugs. I. The Quantitative Prediction of the pH-Dependency of Amide and Anilide Hydrolyses by Neighboring Hydroxyl Groups

  摘要：

  在广泛的pH范围内，研究了酰胺和苯胺的内分子水解反应。pH-速率图形的形状表明，带电（k'RO-）和不带电（k'ROH）的醇功能团相对于酰胺键的相对反应活性受到攻击组醇和离去组胺之间的pKa差异的控制。正如理论考虑所预测的那样，它们的速率常数k'RO-和k'ROH被发现具有良好的线性自由能相关性。

  DOI：

  10.1248/cpb.21.721

文献信息

• Effect of <i>ortho</i>-substitution on persulfate-mediated decarboxylation and functionalization of arylacetic acids
  作者：Joydev K. Laha、Upma Gulati、Saima

  DOI：10.1039/d3nj02776g

  日期：——

  Persulfate-mediated decarboxylation of arylacetic acids is well-versed and a preferred choice for functionalization. However, certain substituted arylacetic acids do not follow the expected decarboxylation trend and may lead to other different functionalizations, which remain elusive in the literature. The effect of ortho-substitution on persulfate-mediated decarboxylation and functionalization of

  过硫酸盐介导的芳基乙酸脱羧是众所周知的，也是官能化的首选。然而，某些取代的芳基乙酸不遵循预期的脱羧趋势，并可能导致其他不同的官能化，这在文献中仍然难以捉摸。邻位取代对过硫酸盐介导的脱羧和芳基乙酸官能化的影响构成了本报告的基础，其中不同吸电子或释放电子基团的存在对脱羧的命运和速率产生不同的影响。在此过程中，开发了在过硫酸盐介导的一锅条件下合成邻羟基N-芳基乙酰胺的方法。
• UREA AND AMIDE DERIVATIVES AND THEIR USE IN THE CONTROL OF CELL MEMBRANE POTASSIUM CHANNELS
  申请人：NEUROSEARCH A/S

  公开号：EP0693053B1

  公开（公告）日：1999-01-20
• Stabilization of Drugs. I. The Quantitative Prediction of the pH-Dependency of Amide and Anilide Hydrolyses by Neighboring Hydroxyl Groups
  作者：TSUKINAKA YAMANA、AKIRA TSUJI、YUZO MIZUKAMI

  DOI：10.1248/cpb.21.721

  日期：——

  Intramolecular hydrolyses of amides and anilides were examined over wide pH ranges at 90° Shape of pH-rate plofiles indicates that the relative reactivity of ionized (k'RO-) and un-ionized (k'ROH) alcohol functions toward amide linkage is governed by difference in pKa between attacking group alcohol and leaving group amine. As predicted from the theoretical consideration, their rate constants, k'RO- and k'ROH, were found to have good linear free-energy correlation.

  在广泛的pH范围内，研究了酰胺和苯胺的内分子水解反应。pH-速率图形的形状表明，带电（k'RO-）和不带电（k'ROH）的醇功能团相对于酰胺键的相对反应活性受到攻击组醇和离去组胺之间的pKa差异的控制。正如理论考虑所预测的那样，它们的速率常数k'RO-和k'ROH被发现具有良好的线性自由能相关性。