4-三氟甲基-哌啶-2,6-二酮 | 356518-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-三氟甲基-哌啶-2,6-二酮
• 英文名称: 4-trifluoromethyl-2,6-piperidiedione
• 英文别名: 4-trifluoromethyl-2,6-piperidinedione；4-(Trifluoromethyl)piperidine-2,6-dione
• CAS: 356518-29-1
• 化学式: C₆H₆F₃NO₂
• 分子量: 181.114
• InChiKey: SJVZSZLUUIIINC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-三氟甲基-哌啶-2,6-二酮 在 五氯化磷 、 三氯氧磷 作用下， 反应 8.0h， 以65%的产率得到2,6-二氯-4-三氟甲基吡啶
  参考文献：
  名称：

  Convenient Approaches to 4-Trifluoromethylpyridine

  摘要：

  A number of approaches to the synthesis of 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)-ether in two steps.

  DOI：

  10.1021/op000109r
• 作为产物：
  描述：

  3-三氟甲基戊二酸 在 ammonium hydroxide 、 乙酸酐 作用下， 以 水 为溶剂， 反应 15.5h， 生成 4-三氟甲基-哌啶-2,6-二酮
  参考文献：
  名称：

  Convenient Approaches to 4-Trifluoromethylpyridine

  摘要：

  A number of approaches to the synthesis of 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)-ether in two steps.

  DOI：

  10.1021/op000109r

文献信息

• Synthesis of Novel Analogues of Marine Indole Alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and Bis(indolyl)-4-trifluoromethylpyridines as Potential Anticancer Agents
  作者：Wen-Nan Xiong、Cai-Guang Yang、Biao Jiang

  DOI：10.1016/s0968-0896(01)00070-0

  日期：2001.7

  Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9, 2,6-dichloro-4-trifluoromethylpyridine 6 or 2,6-dichloro-3-cyano-4-trifluoromethylpyridine 23 and N-tosyl-3-indolylboronic acid 10. They were evaluated for cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxylindolyl)]pyridine 18 was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.