2-nitro-N-nonylbenzenesulfonamide | 362481-32-1

• 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: 2-nitro-N-nonylbenzenesulfonamide
• CAS: 362481-32-1
• 化学式: C₁₅H₂₄N₂O₄S
• 分子量: 328.433
• InChiKey: SZRVNVKLAQYGGT-UHFFFAOYSA-N

物化性质

• 沸点：
  463.2±47.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-nitro-N-nonylbenzenesulfonamide 在 tris(dibenzylideneacetone)dipalladium (0) 四丁基氟化铵 、 potassium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 苯硫酚 、 三苯基膦 、 sodium t-butanolate 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 methyl 3-(4-(2-(benzo[d]oxazol-2-yl(nonyl)amino)ethoxy)phenyl)propanoate
  参考文献：
  名称：

  Phenylpropanoic acid derivatives bearing a benzothiazole ring as PPARδ-selective agonists

  摘要：

  To find novel PPAR delta-selective agonists, we designed and synthesized phenylpropanoic acid derivatives bearing 6-substituted benzothiazoles. Optimization of this series led to the identification of a potent and selective PPAR delta agonist 17. Molecular modeling suggested that compound 17 occupies the Y-shaped pocket of PPAR6 appropriately. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.017
• 作为产物：
  描述：

  2-nitro-N-(non-5-yn-1-yl)benzenesulfonamide 在 氢气 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以83%的产率得到2-nitro-N-nonylbenzenesulfonamide
  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

文献信息

• Phenylpropanoic acid derivatives bearing a benzothiazole ring as PPARδ-selective agonists
  作者：Hiroki Fujieda、Shinya Usui、Takayoshi Suzuki、Hidehiko Nakagawa、Michitaka Ogura、Makoto Makishima、Naoki Miyata

  DOI：10.1016/j.bmcl.2007.05.017

  日期：2007.8

  To find novel PPAR delta-selective agonists, we designed and synthesized phenylpropanoic acid derivatives bearing 6-substituted benzothiazoles. Optimization of this series led to the identification of a potent and selective PPAR delta agonist 17. Molecular modeling suggested that compound 17 occupies the Y-shaped pocket of PPAR6 appropriately. (c) 2007 Elsevier Ltd. All rights reserved.
• Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an <i>o</i>-Nitrobenzenesulfonyl Group
  作者：Akinori Kawanishi、Chiyako Miyamoto、Yuki Yabe、Makoto Inai、Tomohiro Asakawa、Yoshitaka Hamashima、Hironao Sajiki、Toshiyuki Kan

  DOI：10.1021/ol4002448

  日期：2013.3.15

  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).