N-propyl-N-tosylpentanamide | 1189567-24-5

• 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-propyl-N-tosylpentanamide
• 英文别名: N-(4-methylphenyl)sulfonyl-N-propylpentanamide
• CAS: 1189567-24-5
• 化学式: C₁₅H₂₃NO₃S
• 分子量: 297.419
• InChiKey: KSOIIDLIPSQLOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  戊酸酐 、 4-甲基-N-丙基-苯磺酰胺 在 aluminum hydrogen sulfate 作用下， 反应 0.08h， 以95%的产率得到N-propyl-N-tosylpentanamide
  参考文献：
  名称：

  A novel and efficient solvent-free and heterogeneous method for the synthesis of primary, secondary and bis-N-acylsulfonamides using metal hydrogen sulfate catalysts

  摘要：

  Some metal hydrogen sulfates were used as acid catalysts in the N-acylation of different sulfonamides using carboxylic acid chlorides and anhydrides as acylating agents under both heterogeneous and solvent-free conditions. Al(HSO4)(3) and Zr(HSO4)(4) were found to have the highest activity and catalyze the reactions efficiently to furnish the primary N-acyl sulfonamides (RCONHSO2R'), secondary N-acylsulfonamides (RCONR '' SO2R') and bis-N-acylsulfonamnides [RCO(SO2R')N-R ''-N(SO2R')COR] in good to high yield. The mild reaction conditions, inexpensive and low toxicity of catalysts and easy work-up procedure make this method attractive. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.112

文献信息

• A novel and efficient solvent-free and heterogeneous method for the synthesis of primary, secondary and bis-N-acylsulfonamides using metal hydrogen sulfate catalysts
  作者：Ahmad Reza Massah、Beheshteh Asadi、Mahdieh Hoseinpour、Azadeh Molseghi、Roozbeh Javad Kalbasi、Hamid Javaherian Naghash

  DOI：10.1016/j.tet.2009.06.112

  日期：2009.9

  Some metal hydrogen sulfates were used as acid catalysts in the N-acylation of different sulfonamides using carboxylic acid chlorides and anhydrides as acylating agents under both heterogeneous and solvent-free conditions. Al(HSO4)(3) and Zr(HSO4)(4) were found to have the highest activity and catalyze the reactions efficiently to furnish the primary N-acyl sulfonamides (RCONHSO2R'), secondary N-acylsulfonamides (RCONR '' SO2R') and bis-N-acylsulfonamnides [RCO(SO2R')N-R ''-N(SO2R')COR] in good to high yield. The mild reaction conditions, inexpensive and low toxicity of catalysts and easy work-up procedure make this method attractive. (C) 2009 Elsevier Ltd. All rights reserved.