2-(5,5-dimethyl-3-oxo-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-2-ylidene)malononitrile | 663927-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-(5,5-dimethyl-3-oxo-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-2-ylidene)malononitrile
• 英文别名: 2-(5,5-Dimethyl-3-oxo-2,3,5,6-tetrahydropyrrolo-[2,1-a]isoquinolin-2-ylidene)malononitrile；2-(5,5-dimethyl-3-oxo-6H-pyrrolo[2,1-a]isoquinolin-2-ylidene)propanedinitrile
• CAS: 663927-55-7
• 化学式: C₁₇H₁₃N₃O
• 分子量: 275.31
• InChiKey: LBMWVLUJUXGRSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吡咯并[2,1-a]异喹啉-2,3-二酮,5,6-二氢-5,5-二甲基- 、 丙二腈 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 0.08h， 以38%的产率得到2-(5,5-dimethyl-3-oxo-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-2-ylidene)malononitrile
  参考文献：
  名称：

  Reaction of pyrrolo[2,1-a]isoquinoline-2,3-diones with carbon-centered nucleophiles

  摘要：

  Knoevenagel condensations of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-diones with malononitrile, ethyl cyanoacetate, indan-1,3-dione, and Drotaverine base involved the ketone carbonyl group in the former with formation of deeply colored dark blue substances. The lactam ring in the products can be opened by the action of nitrogen-centered nucleophiles, e.g., p-toluidine. The reaction of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-dione with methyl magnesium iodide gave 2-hydroxy-2,5,5-trimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-3-one.

  DOI：

  10.1134/s1070428008060110

文献信息

• Reaction of pyrrolo[2,1-a]isoquinoline-2,3-diones with carbon-centered nucleophiles
  作者：O. V. Surikova、A. G. Mikhailovskii、N. N. Polygalova、M. I. Vakhrin

  DOI：10.1134/s1070428008060110

  日期：2008.6

  Knoevenagel condensations of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-diones with malononitrile, ethyl cyanoacetate, indan-1,3-dione, and Drotaverine base involved the ketone carbonyl group in the former with formation of deeply colored dark blue substances. The lactam ring in the products can be opened by the action of nitrogen-centered nucleophiles, e.g., p-toluidine. The reaction of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-dione with methyl magnesium iodide gave 2-hydroxy-2,5,5-trimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-3-one.