3,5-dichloro-1-methyl-1H-pyrrole-2,4-dicarbaldehyde

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-dichloro-1-methyl-1H-pyrrole-2,4-dicarbaldehyde
• 英文别名: 3,5-Dichloro-1-methylpyrrole-2,4-dicarbaldehyde
• 化学式: C₇H₅Cl₂NO₂
• 分子量: 206.028
• InChiKey: PMWGRUJWMFKMSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dichloro-1-methyl-1H-pyrrole-2,4-dicarbaldehyde 在 potassium permanganate 作用下， 以 水 、 丙酮 为溶剂， 反应 12.0h， 以39%的产率得到3,5-dichloro-1-methyl-1H-pyrrole-2,4-dicarboxylic acid
  参考文献：
  名称：

  多官能吡咯反应中的化学和区域选择性

  摘要：

  研究了含有多种反应中心的多官能吡咯的还原，氧化和维蒂希反应的化学和区域选择性。3，5-二氯吡咯-2，4-二甲醛与高锰酸钾的反应导致2-甲酰基的区域选择性氧化，而Wittig反应与1当量的三苯基磷烷产生2-烯基取代的吡咯。

  DOI：

  10.1016/j.tet.2010.06.006
• 作为产物：
  描述：

  3,5-dichloro-1H-pyrrole-2,4-dicarbaldehyde 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以89%的产率得到3,5-dichloro-1-methyl-1H-pyrrole-2,4-dicarbaldehyde
  参考文献：
  名称：

  Regioselectivity in the reactions of polyfunctionalised pyrroles with nucleophiles

  摘要：

  The polyfunctionalised pyrrole, 3,5-dichloro-1H-pyrrole-2,4-dicarbaldehyde reacts with secondary amines by condensation with the 2-carbaldehyde to give methylene-substituted pyrroles, while its N-alkyl derivatives undergo substitution of the 5-chloro group to give 5-substituted pyrroles. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.009

文献信息

• Synthesis of dithienopyrrole derivatives
  作者：V. G. Nenajdenko、E. S. Balenkova、N. A. Emelyanov

  DOI：10.1007/s11172-012-0189-0

  日期：2012.7

  Reactions of N-substituted succinimides with the Vilsmeier reagent leading to isomeric diformyldichloropyrroles were studied. The latter compounds were used for the synthesis of N-substituted dithieno[2,3-b:2′,3′-d]pyrrole and dithieno[2,3-b:3′,2′-d]pyrrole and their bromo derivatives as well. Dimers of N-alkyldithieno[2,3-b:2′,3′-d]pyrrole, novel promising materials for organic semiconductors, were synthesized.

  研究了 N-取代的琥珀酰亚胺与 Vilsmeier 试剂反应生成异构体二异丙基二氯吡咯的过程。后一种化合物被用于合成 N-取代的二噻吩并[2,3-b:2′,3′-d]吡咯和二噻吩并[2,3-b:3′,2′-d]吡咯及其溴衍生物。合成了 N-烷基二噻吩并[2,3-b:2′,3′-d]吡咯的二聚体，它们是有前途的新型有机半导体材料。
• Metal-Free Carbonyl-Assisted Regioselective Hydration of Alkynes: An Access to Dicarbonyls
  作者：Shalini Verma、Manoj Kumar、Pawan K. Mishra、Akhilesh K. Verma

  DOI：10.1021/acs.orglett.9b01649

  日期：2019.7.5

  Metal-free regioselective hydration of o-alkynylaldehydes with the assistance of neighboring carbonyl oxygen is disclosed. The developed protocol provides a facile route to synthesize a series of multisubstituted carbonyl containing scaffolds that enable the potential application toward the synthesis of highly diversified 5-azaindoles. gamma-Carbolines and 2,8-diazacarbazoles can also be accessed directly without isolating the dicarbonyl compounds. The developed methodology is operationally simple and environment-friendly, tolerates a wide variety of functional groups, and is applicable toward large scale synthesis.
• ORGANIC ELECTROLUMINESCENCE ELEMENT, LIGHTING DEVICE AND DISPLAY DEVICE
  申请人：Katakura Rie

  公开号：US20100045171A1

  公开（公告）日：2010-02-25

  Disclosed is an organic electroluminescent device having high external quantum efficiency and long emission life. Also disclosed are an illuminating device and a display, each comprising such an organic electroluminescent device. The organic electroluminescent device is characterized by comprising at least an anode and a cathode on a supporting substrate, while having at least one light-emitting layer between the anode and the cathode. The organic electroluminescent device is also characterized by containing a polymer which at least partially contains a compound A having a partial structure represented by the general formula (a) below and a reactive group, and is obtained by polymerizing the compound A through the reactive group. (In the formula, Ar1 and Ar2 respectively represent an aromatic ring.)
• ORGANIC ELECTROLUMINESCENCE ELEMENT, NEW COMPOUND FOR THE SAME, DISPLAY DEVICE AND LIGHTING DEVICE USING THE SAME
  申请人：KATAKURA Rie

  公开号：US20110006670A1

  公开（公告）日：2011-01-13

  Disclosed is an organic electroluminescence element comprising an anode, a cathode and a plurality of organic compound layers between the anode and the cathode, provided that one of the organic compound layers is a light emitting layer containing a phosphorescence emitting compound, wherein at least one of the organic compound layers contains a compound represented by Formula (1), wherein, X represents O or S; Y 1 to Y 3 each represents a hydrogen atom, a substituent or a group represented by Formula (A) disclosed in the specification, provided that at least two of Y 1 to Y 3 are groups represented by Formula (A), not all of Y 1 to Y 3 are the same group, and at least one of the groups represented by Formula (A) has Ar of a carbazolyl group, or an azacarbazolyl group containing 2 to 5 nitrogen atoms.
• US8852757B2
  申请人：——

  公开号：US8852757B2

  公开（公告）日：2014-10-07