2-(2-(4-chlorophenyl)-3-methyl-1H-pyrrol-1-yl)isoindoline-1,3-dione | 1171107-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-(4-chlorophenyl)-3-methyl-1H-pyrrol-1-yl)isoindoline-1,3-dione
• 英文别名: 2-[2-(4-Chlorophenyl)-3-methylpyrrol-1-yl]isoindole-1,3-dione
• CAS: 1171107-80-4
• 化学式: C₁₉H₁₃ClN₂O₂
• 分子量: 336.777
• InChiKey: USDJVTQHSWVOFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  42.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[(4-chlorophenyl)methylidene]cyclopropane-1-carbaldehyde 、 氨基邻苯二甲胺 以 甲苯 为溶剂， 反应 0.17h， 以43%的产率得到2-(2-(4-chlorophenyl)-3-methyl-1H-pyrrol-1-yl)isoindoline-1,3-dione
  参考文献：
  名称：

  An Efficient Route to 2-SubstitutedN-(1-Amino-3-methylpyrrol)amides by Ring-Opening Cyclization of Benzylidene- and Alkylidenecyclopropylcarbaldehydes with Hydrazides

  摘要：

  A convenient and efficient synthetic method for the construction of 2,3-disubstituted pyrrolamides in moderate to good Yields is established. The in situ generated water significantly accelerates the reaction rate. A possible mechanism involving the cascade ring-opening and thermal-induced rearrangement to produce the five-membered ring is proposed.

  DOI：

  10.1021/jo900730t

文献信息

• An Efficient Route to 2-Substituted<i>N</i>-(1-Amino-3-methylpyrrol)amides by Ring-Opening Cyclization of Benzylidene- and Alkylidenecyclopropylcarbaldehydes with Hydrazides
  作者：Xiang-Ying Tang、Min Shi

  DOI：10.1021/jo900730t

  日期：2009.8.21

  A convenient and efficient synthetic method for the construction of 2,3-disubstituted pyrrolamides in moderate to good Yields is established. The in situ generated water significantly accelerates the reaction rate. A possible mechanism involving the cascade ring-opening and thermal-induced rearrangement to produce the five-membered ring is proposed.