N-(1-ethylpiperidin-2-ylidene)-4-methylbenzenesulfonamide | 1071654-41-5

• 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-(1-ethylpiperidin-2-ylidene)-4-methylbenzenesulfonamide
• CAS: 1071654-41-5
• 化学式: C₁₄H₂₀N₂O₂S
• 分子量: 280.391
• InChiKey: ILXJPVPZQKKMEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-乙基哌啶 、 对甲苯磺酰叠氮 在 四氯化碳 、 copper(l) chloride 作用下， 反应 5.0h， 以76.6%的产率得到4-methyl-N-(piperidin-1-ylmethylene)benzenesulfonamide
  参考文献：
  名称：

  CuCl/CCl₄-Promoted Convenient Synthesis of Sulfonyl Amidines from Tertiary Amines and Sulfonyl Azides

  摘要：

  Promoted by CuCl/CCl4, a variety of sulfonyl azides and tertiary amines were successfully coupled to give sulfonyl amidine derivatives in good to excellent yields. A possible mechanism for this reaction is discussed.

  DOI：

  10.1021/ol1000236

文献信息

• An Unexpected Diethyl Azodicarboxylate-Promoted Dehydrogenation of Tertiaryamine and Tandem Reaction with Sulfonyl Azide
  作者：Xiaoliang Xu、Xiaonian Li、Lei Ma、Ning Ye、Bojie Weng

  DOI：10.1021/ja8047514

  日期：2008.10.29

  It is shown here for the first time that diethyl azodicarboxylate promotes dehydrogenation of tertiaryamines to afford enamines, which subsequently take place in tandem reactions with sulfonyl azides to give the N-sulfonyl amidine derivatives. A number of different substituted tertiaryamines and sulfonyl azides can successfully be coupled, and several functionalized groups are tolerated in this system. The reaction described here is mild, general, and efficient, thus providing an extremely preferable method for synthesis of a variety of N-sulfonyl amidine derivatives.
• CuCl/CCl₄-Promoted Convenient Synthesis of Sulfonyl Amidines from Tertiary Amines and Sulfonyl Azides
  作者：Xiaoliang Xu、Zhichuang Ge、Dongping Cheng、Lei Ma、Chunshan Lu、Qunfeng Zhang、Nan Yao、Xiaonian Li

  DOI：10.1021/ol1000236

  日期：2010.3.5

  Promoted by CuCl/CCl4, a variety of sulfonyl azides and tertiary amines were successfully coupled to give sulfonyl amidine derivatives in good to excellent yields. A possible mechanism for this reaction is discussed.