N-((7-(trifluoromethyl)quinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide | 1609646-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-((7-(trifluoromethyl)quinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide
• 英文别名: 4-(trifluoromethyl)-N-((7-(trifluoromethyl)quinolin-8-yl)methyl)benzenesulfonamide；4-(trifluoromethyl)-N-[[7-(trifluoromethyl)quinolin-8-yl]methyl]benzenesulfonamide
• CAS: 1609646-78-7
• 化学式: C₁₈H₁₂F₆N₂O₂S
• 分子量: 434.362
• InChiKey: HMGKLVVUSYTBFK-UHFFFAOYSA-N

物化性质

• 熔点：
  140-142 °C
• 沸点：
  495.2±55.0 °C(predicted)
• 密度：
  1.471±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4-三氟甲基苯磺酰氯 在 silver hexafluoroantimonate 、 sodium azide 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 生成 N-((7-(trifluoromethyl)quinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Amidation with Azides via C(sp³)–H Functionalization

  摘要：

  The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8-ylmethanamine derivatives in good yields via C(sp(3))-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.

  DOI：

  10.1021/jo5008515

文献信息

• Ru(<scp>ii</scp>)-catalyzed amidation reactions of 8-methylquinolines with azides via C(sp³)–H activation
  作者：Bingxian Liu、Bin Li、Baiquan Wang

  DOI：10.1039/c5cc06230f

  日期：——

  The Ru(II)-catalyzed amidation reactions of 8-methylquinolines with azides have been developed. It is the first example of [(p-cymene)RuCl2]2-catalyzed C(sp3)-H bond intermolecular amidation reaction which give quinolin-8-ylmethanamines under mild reaction conditions...

  已经开发了Ru（II）催化的8-甲基喹啉与叠氮化物的酰胺化反应。这是[（对-异丙基）RuCl2] 2-催化的C（sp3）-H键分子间酰胺化反应的第一个例子，该反应在温和的反应条件下产生了喹啉-8-基甲胺。
• Rhodium(III)-Catalyzed Intermolecular Amidation with Azides via C(sp³)–H Functionalization
  作者：Nuancheng Wang、Renhe Li、Liubo Li、Shansheng Xu、Haibin Song、Baiquan Wang

  DOI：10.1021/jo5008515

  日期：2014.6.6

  The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8-ylmethanamine derivatives in good yields via C(sp(3))-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.