4-((4-acetylpiperazin-1-yl)methyl)benzonitrile

• 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: 4-((4-acetylpiperazin-1-yl)methyl)benzonitrile
• 英文别名: 4-[(4-Acetylpiperazin-1-yl)methyl]benzonitrile
• 化学式: C₁₄H₁₇N₃O
• mdl: MFCD09939526
• 分子量: 243.308
• InChiKey: TUNFMIHZAICIIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((4-acetylpiperazin-1-yl)methyl)benzonitrile 、 C.I.酸性橙108 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以44%的产率得到1-(4-(4-(4,5-dihydrooxazol-2-yl)benzyl)piperazin-1-yl)-ethanone
  参考文献：
  名称：

  Synthesis of 2-Aryl/Heteroaryloxazolines from Nitriles under Metal- and Catalyst-Free Conditions and Evaluation of Their Antioxidant Activities

  摘要：

  The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and aminoalcohols has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biologically active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. An evaluation of the antioxidant properties using the DPPH (diphenyl picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines.

  DOI：

  10.1021/jo501430p
• 作为产物：
  描述：

  1-乙酰哌嗪 、 对氰基溴化苄 在 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以88%的产率得到4-((4-acetylpiperazin-1-yl)methyl)benzonitrile
  参考文献：
  名称：

  Synthesis of 2-Aryl/Heteroaryloxazolines from Nitriles under Metal- and Catalyst-Free Conditions and Evaluation of Their Antioxidant Activities

  摘要：

  The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and aminoalcohols has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biologically active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. An evaluation of the antioxidant properties using the DPPH (diphenyl picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines.

  DOI：

  10.1021/jo501430p

文献信息

• Synthesis of 2-Aryl/Heteroaryloxazolines from Nitriles under Metal- and Catalyst-Free Conditions and Evaluation of Their Antioxidant Activities
  作者：Parul Garg、Shweta Chaudhary、Marilyn D. Milton

  DOI：10.1021/jo501430p

  日期：2014.9.19

  The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and aminoalcohols has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biologically active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. An evaluation of the antioxidant properties using the DPPH (diphenyl picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines.