N-(2-methylbenzo[d]thiazol-5-yl)cyclopropanecarboxamide | 1226609-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-(2-methylbenzo[d]thiazol-5-yl)cyclopropanecarboxamide
• 英文别名: N-(2-methyl-1,3-benzothiazol-5-yl)cyclopropanecarboxamide
• CAS: 1226609-56-8
• 化学式: C₁₂H₁₂N₂OS
• 分子量: 232.306
• InChiKey: APZGJLKBSXFORS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-methylbenzo[d]thiazol-5-yl methanesulfonate 、 环丙酰胺 在 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 水 、 palladium diacetate 、 caesium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以22%的产率得到N-(2-methylbenzo[d]thiazol-5-yl)cyclopropanecarboxamide
  参考文献：
  名称：

  Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl Mesylates

  摘要：

  A catalyst, based on a biarylphosphine ligand, for the Pd-catalyzed cross-coupling reactions of amides and aryl mesylates is described. This system allows an array of aryl and heteroaryl mesylates to be transformed into the corresponding N-aryl amides in moderate to excellent yields.

  DOI：

  10.1021/ol100720x

文献信息

• Synthesis and Application of Palladium Precatalysts that Accommodate Extremely Bulky Di-<i>tert</i>-butylphosphino Biaryl Ligands
  作者：Nicholas C. Bruno、Stephen L. Buchwald

  DOI：10.1021/ol401208t

  日期：2013.6.7

  A series of palladacyclic precatalysts that incorporate electron-rich di-fert-butylphosphino biaryl ligands is reported. These precatalysts are easily prepared, and their use provides a general means of employing bulky ligands in palladium-catalyzed cross-coupling reactions. The application of these palladium sources to various C-N and C-O bond-forming processes is also described.
• PHOSPHINE-LIGATED PALLADIUM SULFONATE PALLADACYCLES
  申请人：Massachusetts Institute of Technology

  公开号：US20150045570A1

  公开（公告）日：2015-02-12

  Described are palladium precatalysts, and methods of making and using them. The palladium precatalysts show improved stability and improved reactivity in comparison to previously-described palladium precatalysts.
• US8889857B2
  申请人：——

  公开号：US8889857B2

  公开（公告）日：2014-11-18
• US8981086B2
  申请人：——

  公开号：US8981086B2

  公开（公告）日：2015-03-17