N-(naphthalen-1-yl)-4-nitro-N-tosylbenzamide | 1097201-83-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(naphthalen-1-yl)-4-nitro-N-tosylbenzamide
• 英文别名: N-(4-methylphenyl)sulfonyl-N-naphthalen-1-yl-4-nitrobenzamide
• CAS: 1097201-83-6
• 化学式: C₂₄H₁₈N₂O₅S
• 分子量: 446.483
• InChiKey: BNCHBYGDKICYFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲基-N-(1-萘基)苯磺酰胺 、 4-硝基苯甲酰氯 在 potassium carbonate 作用下， 反应 0.02h， 以91%的产率得到N-(naphthalen-1-yl)-4-nitro-N-tosylbenzamide
  参考文献：
  名称：

  An Efficient Method for the Synthesis of N-Acylsulfonamides: One-pot Sulfonylation and Acylation of Primary Arylamines under Solvent-Free Conditions

  摘要：

  The preparation of N-acylsulfonamides is described using primary amines, arylsulfonyl chlorides and acyl chlorides. Reaction of primary aryl amines with arylsulfonyl chlorides in the presence of NaHCO3 produced N-arylsulfonamides, which reacted in situ with benzoyl chloride furnishing the corresponding N-benzoyl-N-arylsulfonamides in 72-96% yields. Accordingly, 4-nitrobenzoyl chloride and 3,5-dinitrobenzoyl chloride were used as acylating agents. All the reactions were carried out under solvent-free conditions at room temperature and the products were isolated after simple work-up in high yields and purity.

  DOI：

  10.1007/s00706-007-0783-2