N-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide | 940447-63-2

• 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-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide
• 英文别名: N-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)-benzamide；N-(benzenesulfonyl)-N-(4-methoxyphenyl)-3,5-dinitrobenzamide
• CAS: 940447-63-2
• 化学式: C₂₀H₁₅N₃O₈S
• 分子量: 457.42
• InChiKey: QESLNGJMSDQSQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  164
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(4-甲氧基苯基)苯磺酰胺 、 3,5-二硝基苯甲酰氯 在 potassium carbonate 作用下， 反应 0.02h， 以73%的产率得到N-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide
  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

文献信息

• An Efficient Method for the Synthesis of N-Acylsulfonamides: One-pot Sulfonylation and Acylation of Primary Arylamines under Solvent-Free Conditions
  作者：Ahmad R. Massah、Davood Azadi、Hamid Aliyan、Ahmad R. Momeni、Hamid Javaherian Naghash、Foad Kazemi

  DOI：10.1007/s00706-007-0783-2

  日期：2008.3

  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.