5-(dimethylamino)-N,N-dimethylnaphthalene-2-sulfonamide | 1467025-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(dimethylamino)-N,N-dimethylnaphthalene-2-sulfonamide
• CAS: 1467025-04-2
• 化学式: C₁₄H₁₈N₂O₂S
• 分子量: 278.375
• InChiKey: UXFUJOWMWIPYSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N-二甲基三甲基硅胺 、 dansyl chloride 以 乙腈 为溶剂， 反应 1.0h， 以99%的产率得到5-(dimethylamino)-N,N-dimethylnaphthalene-2-sulfonamide
  参考文献：
  名称：

  Preparation of sulfonamides from N-silylamines

  摘要：

  Sulfonamides have been prepared in high yields by the reactions of N-silylamines with sulfonyl chlorides and fluorides. In a competition experiment, the sulfonyl chlorides were found to be far more reactive than sulfonyl fluorides. The chemistry may be used to prepare aliphatic, aromatic, tertiary, secondary, and primary sulfonamides. It may also be done in the absence of solvent and the byproduct trimethylsilyl chloride recovered in good yield. Primary sulfonamides were synthesized from the sulfonyl chloride with aminotriphenyl silane (Ph3SiNH2), a conversion demonstrated with the synthesis of the carbonic anhydrase inhibitor, acetazolamide. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.034