3-amino-7-nitro-4-pyrrolidinocarbonylisoquinoline | 893782-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-amino-7-nitro-4-pyrrolidinocarbonylisoquinoline
• 英文别名: (3-Amino-7-nitro-4-isoquinolyl)(1-pyrrolidinyl)methanone；(3-amino-7-nitroisoquinolin-4-yl)-pyrrolidin-1-ylmethanone
• CAS: 893782-28-0
• 化学式: C₁₄H₁₄N₄O₃
• mdl: MFCD08142845
• 分子量: 286.29
• InChiKey: LUDCMIIYIDBPEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3-diamino-1-(pyrrolidin-1-yl)prop-2-enone 、 2-氯-5-硝基苯甲醛 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到3-amino-7-nitro-4-pyrrolidinocarbonylisoquinoline
  参考文献：
  名称：

  Competitive formation of condensed azines and dihydropyridines in the reaction of ethyl 3,3-diaminoacrylate with o-halo carbaldehydes

  摘要：

  The reaction of ethyl 3,3-diaminoacrylate with quinoline-3-carbaldehydes and 3-nitrobenzaldehydes to give a dihydropyridine and condensed azine has been studied with respect to the number and reactivity of the halogen atoms in an ortho position to the formyl groups. For the series of quinoline-3-carbaldehydes it was found that the reaction course is determined by the number of chlorine atoms. 2-and 4-Chloroquinoline-3-carbaldehydes give dihydropyridines and a benzo[c][2,7-]naphthyridine is formed in the reaction with 2,4-dichloroquinoline-3-carbaldehyde. The main products in the case of nitrobenzaldehydes are dihydropyridines which points the deciding influence of the low electrophilicity of aromatic ring.

  DOI：

  10.1007/s10593-008-0061-1

文献信息

• Competitive formation of condensed azines and dihydropyridines in the reaction of ethyl 3,3-diaminoacrylate with o-halo carbaldehydes
  作者：I. I. Eliseev、D. V. Dar’in、S. I. Selivanov、P. S. Lobanov、A. A. Potekhin

  DOI：10.1007/s10593-008-0061-1

  日期：2008.4

  The reaction of ethyl 3,3-diaminoacrylate with quinoline-3-carbaldehydes and 3-nitrobenzaldehydes to give a dihydropyridine and condensed azine has been studied with respect to the number and reactivity of the halogen atoms in an ortho position to the formyl groups. For the series of quinoline-3-carbaldehydes it was found that the reaction course is determined by the number of chlorine atoms. 2-and 4-Chloroquinoline-3-carbaldehydes give dihydropyridines and a benzo[c][2,7-]naphthyridine is formed in the reaction with 2,4-dichloroquinoline-3-carbaldehyde. The main products in the case of nitrobenzaldehydes are dihydropyridines which points the deciding influence of the low electrophilicity of aromatic ring.