5-oxo-2-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-oxo-2-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate；ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazinyl)pyrrole-3-carboxylate
• 化学式: C₁₉H₁₇N₃O₃
• 分子量: 335.362
• InChiKey: SLVFMDILLOKISC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  79.79
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  丁二酸,苯甲酰-,二乙基酯 在 乙酸铵 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 5-oxo-2-phenyl-4-(phenyl-hydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 5-aryl-2-oxopyrrole derivatives as synthons for highly substituted pyrroles

  摘要：

  A small library of 2-oxo-5-(hetero)arylpyrroles was prepared starting from 2,3-dioxo-5-(hetero)arylpyrrolidines. The large synthetic possibilities of these 2-oxopyrroles were investigated. The 2-oxopyrroles offer a large number of possible derivatizations including reactions with electrophiles. The chloroformylation of 2-oxo-5-(hetero)arylpyrroles provides pyrrole carbaldehydes. Some pyrrole carbaldehydes were used to synthesize polycyclic compounds like pyrrolo[3,4-d]pyridazinones, a thienopyrrole, apyrrolobenz[1,4]oxazepine, a pyrrolobenzo[1,4]thiazepine, and a pyrrolobenzo[1,4]diazepine. Hereby we showed through a short exploration that the oxopyrroles and analogues are interesting and versatile synthetic building blocks. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.005

文献信息

• Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters
  作者：Tarek Aysha、Stanislav Luňák、Antonín Lyčka、Radim Hrdina

  DOI：10.1016/j.dyepig.2011.03.013

  日期：2011.11

  spectroscopy. The absorption spectra are all similar irrespective of substituent and solvent. By comparison the fluorescence is strongly dependent on the electronic character of the substituents. All compounds fluoresce in a low temperature solvent glass and in the solid state and only the 4-cyanophenyl and 4-nitrophenyl derivatives show fluorescence in solution at room temperature. The spectroscopic

  通过将一系列电子不同的对位取代苯胺重氮化，然后将这些重氮盐与4,5-二氢-5-氧-2-氧-2-芳基（1H）吡咯-3-羧酸乙酯进行偶氮偶联，制备十种偶氮染料。耦合组件。所有染料均被确认为酮hydr互变异构体，并且被发现为E-和Z-异构体相对于环外C N键的混合物为11 H-NMR光谱。吸收光谱都相似，而与取代基和溶剂无关。相比之下，荧光强烈依赖于取代基的电子特性。所有化合物在低温溶剂玻璃中以固态发出荧光，只有4-氰基苯基和4-硝基苯基衍生物在室温下显示荧光。用激发后E / Z异构化和荧光之间的竞争来解释光谱行为。