5-acetamido-1-ethyl-2,3,3-trimethyl-3H-indol-1-ium iodide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-acetamido-1-ethyl-2,3,3-trimethyl-3H-indol-1-ium iodide
• 英文别名: 5-acetylamino-2,3,3-trimethylindoleninium iodide；N-(1-ethyl-2,3,3-trimethylindol-1-ium-5-yl)acetamide;iodide
• 化学式: C₁₅H₂₁N₂O*I
• 分子量: 372.249
• InChiKey: DYRWZCOHGREFDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.07
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  32.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-acetamido-1-ethyl-2,3,3-trimethyl-3H-indol-1-ium iodide 在 sodium methylate 、 sodium acetate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-acetylamino-2-[2-[3-[2-(5-acetylamino-1-ethyl-1,3-dihydro-3,3-dimethyl-2H-indol-2-ylidene)ethylidene]-2-methoxy-1-cyclohexen-1-yl]ethenyl]-1-ethyl-3,3-dimethyl-3H-indolium iodide
  参考文献：
  名称：

  Synthesis of bis-aminosubstituted indocyanine dyes for their use in polymeric compositions

  摘要：

  The synthesis of a set of open-chain bis-aminosubstituted cyanine dyes as well as others with cyclic fragments in the polymethine chain is presented. These dyes are suitable for the development of polymeric compositions with variable optical characteristics as they can be covalently incorporated into the polymer. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.05.002

文献信息

• Boron trifluoride–methanol complex. Mild and powerful reagent for deprotection of acetylated amines. Scope and selectivity
  作者：Sergey Miltsov、Vladimir Karavan、Alexandr Misharev、Julian Alonso-Chamarro、Mar Puyol

  DOI：10.1016/j.tetlet.2015.12.087

  日期：2016.2

  A boron trifluoride–methanol complex demonstrated remarkable deprotection selectivity against commonly used amino-protecting groups in the deacetylation of acetanilides and high sensitivity to the steric hindrance of substrates. The scope and limitations of the reaction were explored.

  三氟化硼-甲醇络合物在对乙酰苯胺的脱乙酰作用中对常用的氨基保护基团表现出显着的脱保护选择性，并对底物的空间位阻高度敏感。探索了反应的范围和局限性。
• Unprecedented acid-catalyzed Wurtz-type coupling of meso -bromoindodicarbocyanine dyes
  作者：Sergey Miltsov、Vladimir Karavan、Alexandr Misharev、Galina Starova、Julian Alonso-Chamarro、Mar Puyol

  DOI：10.1016/j.tetlet.2017.07.043

  日期：2017.8

  meso-Bromosubstituted indodicarbocyanine dyes produce dimeric molecules, together with the debrominated species, under acid catalysis. The relationship between the dimerization and hydrodebromination routes depends on the aryl substitution of the dyes. A possible reaction mechanism is also proposed.

  在酸催化下，内消旋-溴取代的茚并二羰花青染料与脱溴物质一起生成二聚体分子。二聚化和加氢脱溴途径之间的关系取决于染料的芳基取代。还提出了可能的反应机理。
• Novel synthesis of ketocyanine dyes
  作者：Serguei Miltsov、Cristina Encinas、Julián Alonso

  DOI：10.1016/s0040-4039(01)01210-2

  日期：2001.8

  New one-step synthesis of ketocyanine dyes is presented. The dyes obtained expose spectral changes in pH range from 1.7 to 4.3 and their protonated forms absorb at 715-750 nm. (C) 2001 Published by Elsevier Science Ltd.
• Synthesis of bis-aminosubstituted indocyanine dyes for their use in polymeric compositions
  作者：Sergey Miltsov、Vladimir Karavan、Mikhail Goikhman、Irina Podeshvo、Sara Gómez-de Pedro、Mar Puyol、Julian Alonso-Chamarro

  DOI：10.1016/j.dyepig.2014.05.002

  日期：2014.10

  The synthesis of a set of open-chain bis-aminosubstituted cyanine dyes as well as others with cyclic fragments in the polymethine chain is presented. These dyes are suitable for the development of polymeric compositions with variable optical characteristics as they can be covalently incorporated into the polymer. (C) 2014 Elsevier Ltd. All rights reserved.