N-(hex-5-yn-1-yl)-N-methyl-2-nitrobenzenesulfonamide | 1426308-75-9

• 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-(hex-5-yn-1-yl)-N-methyl-2-nitrobenzenesulfonamide
• 英文别名: N-hex-5-ynyl-N-methyl-2-nitrobenzenesulfonamide
• CAS: 1426308-75-9
• 化学式: C₁₃H₁₆N₂O₄S
• 分子量: 296.347
• InChiKey: VHZYUTAMLZXSJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(hex-5-yn-1-yl)-N-methyl-2-nitrobenzenesulfonamide 在 氢气 、 二乙烯三胺 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以99%的产率得到N-(hex-5-en-1-yl)-N-methyl-2-nitrobenzenesulfonamide
  参考文献：
  名称：

  Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an o-Nitrobenzenesulfonyl Group

  摘要：

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).

  DOI：

  10.1021/ol4002448
• 作为产物：
  描述：

  5-己炔-1-醇 、 N-甲基-2-硝基苯磺酰胺 在 bis(2-methoxyethyl) azodicarboxylate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以70%的产率得到N-(hex-5-yn-1-yl)-N-methyl-2-nitrobenzenesulfonamide
  参考文献：
  名称：

  Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an o-Nitrobenzenesulfonyl Group

  摘要：

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).

  DOI：

  10.1021/ol4002448