1-(2,4-二氯苯基)-吡咯-2,5-二酮 | 26396-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 1-(2,4-二氯苯基)-吡咯-2,5-二酮
• 中文别名: 1-(2,4-二氯苯基)-1H-吡咯-2,5-二酮；1-(2,4-二氯苯基)吡咯-2,5-二酮
• 英文名称: N-(2,4-dichloro)phenyl maleimide
• 英文别名: 1-(2,4-dichlorophenyl)-1H-pyrrole-2,5-dione；1-(2,4-dichlorophenyl)pyrrole-2,5-dione
• CAS: 26396-57-6
• 化学式: C₁₀H₅Cl₂NO₂
• mdl: MFCD00125900
• 分子量: 242.061
• InChiKey: BZUKGARCPDEBLG-UHFFFAOYSA-N

物化性质

• 沸点：
  376.6±32.0 °C(Predicted)
• 密度：
  1.570±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  1-(2,4-二氯苯基)-吡咯-2,5-二酮 、 6-phenyl-1,5-diazabicyclo[3.1.0]hexane 以 甲苯 为溶剂， 反应 2.0h， 以79%的产率得到(+/-)-(3aS,9S,9aR)-2-(2,4-dichlorophenyl)-9-phenylperhydropyrazolo[1,2-a]pyrrolo[3,4-c]pyrazole-1,3-dione
  参考文献：
  名称：

  Stereoselectivity in the Addition of 1,3-Dipolarophiles to 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes

  摘要：

  Thermolysis of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of N-arylmaleimides having a substituent in the ortho position of the aromatic ring leads to predominant formation of the corresponding trans-9-arylperhydropyrazolo[1,2-a]pyrrolo[3,4-c]pyrazole-1,3-diones. 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes react with fumaric acid derivatives in a stereoselective fashion, affording perhydropyrazolo[1,2-a]pyrazoles with a trans,trans configuration.

  DOI：

  10.1023/b:rujo.0000010225.29775.d3

文献信息

• Visible light-induced N-methyl activation of unsymmetric tertiary amines
  作者：Gopi Perumal、Mohanraj Kandasamy、Balaji Ganesan、Karthick Govindan、Harsha Sathya、Min-Yuan Hung、Gopal Chandru Senadi、Ya-Ching Wu、Wei-Yu Lin

  DOI：10.1016/j.tet.2020.131891

  日期：2021.1

  In the presence of methylene group, selective N-methyl activation of tertiary amines has been accomplished with the aid of visible light using organic photocatalyst under air. This protocol explores numerous aliphatic and aromatic substituted tetra-hydroquinoline analogues from various tertiary amines and maleimides. Furthermore, this approach was applied to activate the methyl group of N-methyl carbazole

  在亚甲基的存在下，借助于有机光催化剂在空气下借助可见光已经完成了叔胺的选择性N-甲基活化。该协议探讨了来自各种叔胺和马来酰亚胺的众多脂族和芳族取代的四氢喹啉类似物。此外，该方法被应用于活化N-甲基咔唑的甲基以产生生物活性分子。
• A Comprehensive Study of the Heterocyclizations of N-Arylmaleimides and 6-Aminouracils
  作者：Sergey Komykhov、Valentin Chebanov、Roman Rudenko、Sergey Desenko、Yulia Sen’ko、Oleg Shishkin、Irina Konovalova、Svetlana Shishkina

  DOI：10.1055/s-0030-1260163

  日期：2011.10

  Heterocyclization reactions between N-arylmaleimides and 6-aminouracils were studied in detail. It was established that several directions are possible depending on the nature of reaction medium and the substituent character in the uracil component. The synthetic procedure leading to N-phenyl-2,4,7-trioxopyrido[2,3-d]pyrimidine-5-carboxamides in good-to-high yields was developed and key stages of the corresponding reaction were established.

  详细研究了 N-芳基马来酰亚胺和 6-氨基脲嘧啶之间的异环化反应。根据反应介质的性质和尿嘧啶成分中取代基的特性，确定了几个可能的反应方向。研究人员开发了一种合成程序，可以高产率合成 N-苯基-2,4,7-三氧吡啶并[2,3-d]嘧啶-5-甲酰胺，并确定了相应反应的关键阶段。
• Reactions with Maleimides: Syntheses of New Furylpyrazole Derivatives
  作者：Sami S. Ghabrial、Mohamed M. H. Arief、Sadek E. Abdou

  DOI：10.1002/ardp.19853181108

  日期：——

  New furylpyrrolopyrazole derivatives were synthesised by reacting N‐arylmaleimides with furfural phenylhydrazone. The products are to be tested for their biological activities and for chemical transformations.

  N-芳基马来酰亚胺与糠醛苯腙反应合成了新的呋喃基吡咯并吡唑衍生物。将测试产品的生物活性和化学转化。
• Diverse Directions of Heterocyclizations Involving Derivatives of 5-Aminopyrazoles and N-Arylmaleimides
  作者：Sergey Komykhov、Valentin Chebanov、Roman Rudenko、Sergey Desenko、Vladimir Musatov、Oleg Shishkin、Irina Konovalova、Elena Vashchenko

  DOI：10.1055/s-0030-1258421

  日期：2011.3

  Heterocyclization reactions between derivatives of 5-aminopyrazoles and N-arylmaleimides were studied and it was established that several directions are possible. Cyclizations involving 1,3-unsubstituted 5-aminopyrazoles yielded mixtures of two regioisomeric compounds, pyrazolo[1,5-a]pyrimidine-7-carboxamides and pyrazolo[3,4-b]pyridine-4-carboxamides. Reactions of 4-substituted 5-aminopyrazoles in boiling acetic acid or N,N-dimethylformamide in most cases gave pyrazolo[1,5-a]pyrimidine-7-carboxamides as the sole product. The treatment of 1-substituted 5-aminopyrazoles with maleimides possesses high selectivity only in N,N-dimethylformamide yielding pyrazolopyridines while in acetic acid the formation mixtures with pyrrolopyrazolones is observed. The key intermediates of the reaction studied were isolated and discussed.

  研究人员对 5-氨基吡唑衍生物和 N-芳基马来酰亚胺之间的异环化反应进行了研究，并确定了几个可能的方向。涉及 1,3- 未取代的 5-氨基吡唑的环化反应产生了两种异构体的混合物，即吡唑并[1,5-a]嘧啶-7-羧酰胺和吡唑并[3,4-b]吡啶-4-羧酰胺。在大多数情况下，4-取代的 5-氨基吡唑在沸腾的乙酸或 N,N-二甲基甲酰胺中反应生成的唯一产物是吡唑并[1,5-a]嘧啶-7-羧酰胺。用马来酰亚胺处理 1-取代的 5-氨基吡唑，只有在 N,N-二甲基甲酰胺中才具有高选择性，生成吡唑并吡啶，而在乙酸中则会与吡咯并吡唑酮形成混合物。对所研究反应的关键中间产物进行了分离和讨论。
• Polyether sulfone resin containing molding composition and method
  申请人：ARCO CHEMICAL TECHNOLOGY INC.

  公开号：EP0228487A1

  公开（公告）日：1987-07-15

  Moldable polymer compositions comprising a polyether sulfone resin and copolymer containing recurring units of a vinyl aromatic monomer and recurring units of a maleimide monomer.

  可模塑聚合物组合物，包含聚醚砜树脂和含有乙烯基芳香族单体递归单元和马来酰亚胺单体递归单元的共聚物。