1-(N-methyl-N-phenylaminosulfonyl)cyclopropanecarboxylic acid | 1136056-61-5

• 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: 1-(N-methyl-N-phenylaminosulfonyl)cyclopropanecarboxylic acid
• 英文别名: 1-[methyl(phenyl)sulfamoyl]cyclopropane-1-carboxylic acid
• CAS: 1136056-61-5
• 化学式: C₁₁H₁₃NO₄S
• 分子量: 255.295
• InChiKey: WNOKWXSZMUUIKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 1-(N-methyl-N-phenylaminosulfonyl)cyclopropanecarboxylate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 0.17h， 以86%的产率得到1-(N-methyl-N-phenylaminosulfonyl)cyclopropanecarboxylic acid
  参考文献：
  名称：

  通过（烷氧基羰基甲烷）磺酰苯胺环烷基化合成阿马酸

  摘要：

  (Methoxycarbonylmethane)sulfonanilides are alkylated by alpha, omega-dihaloalkanes in K(2)CO(3)-DMF with the formation of sultams. A high sensitivity has been detected for the reaction rate on the electronic effect of substituents in the aromatic nucleus, although substituents in the ortho position do not obstruct the reaction and in the case of 2,6-disubstituted derivatives the reaction rate and sultam yield were maximal. Tertiary sulfonamides form derivatives of 1-sulfamoylcyclopropanecarboxylic acid under these conditions.

  DOI：

  10.1007/s10593-008-0066-9

文献信息

• Synthesis of sultams by cycloalkylation of (alkoxycarbonylmethane)sulfonanilides
  作者：V. A. Rassadin、A. A. Tomashevskii、V. V. Sokolov、A. A. Potekhin

  DOI：10.1007/s10593-008-0066-9

  日期：2008.4

  (Methoxycarbonylmethane)sulfonanilides are alkylated by alpha, omega-dihaloalkanes in K(2)CO(3)-DMF with the formation of sultams. A high sensitivity has been detected for the reaction rate on the electronic effect of substituents in the aromatic nucleus, although substituents in the ortho position do not obstruct the reaction and in the case of 2,6-disubstituted derivatives the reaction rate and sultam yield were maximal. Tertiary sulfonamides form derivatives of 1-sulfamoylcyclopropanecarboxylic acid under these conditions.