N-[(E)-2-(4-chlorophenyl)vinyl]acetamide | 950592-90-2

• 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-[(E)-2-(4-chlorophenyl)vinyl]acetamide
• 英文别名: N-[(E)-2-(4-chlorophenyl)ethenyl]acetamide
• CAS: 950592-90-2
• 化学式: C₁₀H₁₀ClNO
• 分子量: 195.648
• InChiKey: QODYMVSPWPFRLG-VOTSOKGWSA-N

物化性质

• 沸点：
  392.8±34.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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,N-二甲基甲酰胺 、 N-[(E)-2-(4-chlorophenyl)vinyl]acetamide 在 三氯氧磷 作用下， 以45%的产率得到2-Chloro-5-(4-chlorophenyl)pyridine-3-carbaldehyde
  参考文献：
  名称：

  A Novel Route to the Synthesis of 3-Pyridine Carboxaldehydes by Vilsmeier Reagent

  摘要：

  2-Chloro-5-aryl-3-pyridine carboxaldehydes are obtained by Vilsmeier reaction of 4-aryl-3-buten-2-one oxime. The suspected intermediate N-(2-arylethenyl)acetamides also give the same 2-chloro-5aryl-3-pyridine carboxaldehydes under identical reaction condition.

  DOI：

  10.1080/00397910008086865
• 作为产物：
  描述：

  1-nitro-2-(4-chlorophenyl)ethylene 、 乙酸酐 在 铁粉 、 溶剂黄146 、 氢氧化钾 作用下， 以 甲醇 为溶剂， 以49%的产率得到N-[(E)-2-(4-chlorophenyl)vinyl]acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of N-acetyl-β-aryl-1,2-didehydroethylamines as new HIV-1 RT inhibitors in vitro

  摘要：

  A variety of N-acetyl-o-aryl-1,2-didehydroethylamines were synthesized by direct reduction-acetylation of beta-aryl-nitroolefins and assayed as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) for the first time. Compound 7a exhibited a TI value of > 13.2 with CC50 value of > 0.787 mM in C8166 cells. This structure-activity relationship (SAR) study provided a new lead for design and discovery of more potent and selective analogues act as NNRTIs. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.008

文献信息

• Synthesis and biological evaluation of N-acetyl-β-aryl-1,2-didehydroethylamines as new HIV-1 RT inhibitors in vitro
  作者：Pi Cheng、Zhi-Yong Jiang、Rui-Rui Wang、Xue-Mei Zhang、Qian Wang、Yong-Tang Zheng、Jun Zhou、Ji-Jun Chen

  DOI：10.1016/j.bmcl.2007.06.008

  日期：2007.8

  A variety of N-acetyl-o-aryl-1,2-didehydroethylamines were synthesized by direct reduction-acetylation of beta-aryl-nitroolefins and assayed as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) for the first time. Compound 7a exhibited a TI value of > 13.2 with CC50 value of > 0.787 mM in C8166 cells. This structure-activity relationship (SAR) study provided a new lead for design and discovery of more potent and selective analogues act as NNRTIs. (c) 2007 Elsevier Ltd. All rights reserved.
• A Novel Route to the Synthesis of 3-Pyridine Carboxaldehydes by Vilsmeier Reagent
  作者：R. R. Amaresh、P. T. Perumal

  DOI：10.1080/00397910008086865

  日期：2000.7

  2-Chloro-5-aryl-3-pyridine carboxaldehydes are obtained by Vilsmeier reaction of 4-aryl-3-buten-2-one oxime. The suspected intermediate N-(2-arylethenyl)acetamides also give the same 2-chloro-5aryl-3-pyridine carboxaldehydes under identical reaction condition.