3-(4-bromophenyl)-2-[(4-chlorophenyl)hydrazinylidene]-3-oxopropanal

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-bromophenyl)-2-[(4-chlorophenyl)hydrazinylidene]-3-oxopropanal
• 化学式: C₁₅H₁₀BrClN₂O₂
• 分子量: 365.614
• InChiKey: MUIVZQOWWTWYIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-bromophenyl)-2-[(4-chlorophenyl)hydrazinylidene]-3-oxopropanal 在 ammonium acetate 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以92%的产率得到2,6-di(4-chlorophenyl)-4,8-di(4-bromobenzoyl)-2,3,6,7,9-pentaazabicyclo[3.3.1]nona-3,7-diene
  参考文献：
  名称：

  Facile Assembling of Novel 2,3,6,7,9-pentaazabicyclo- [3.3.1]nona-3,7-diene Derivatives under Microwave and Ultrasound Platforms

  摘要：

  一系列3-氧代-2-芳基肼酮丙醛衍生物与两摩尔比的醋酸铵反应，在三乙胺催化下，在乙醇溶剂中经过热、超声波和微波辐射三种不同的加热模式，得到了一系列四取代的2,3,6,7,9-五氮杂双环[3.3.1]壬-3,7-二烯衍生物，产率良好至优秀。通过光谱分析、分析数据以及选择性样品的X射线单晶数据，对所得产物的结构进行了全面表征。

  DOI：

  10.3390/molecules24061110

文献信息

• Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms
  作者：Hamad M. Al-Matar、Kamal M. Dawood、Wael M. Tohamy

  DOI：10.1039/c8ra06494f

  日期：——

  Several 2-arylcinnolin-6(2H)-one derivatives were synthesizedviatandem annulation of a large number of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide under three different heating modes.

  在三种不同的加热模式下，大量 3-oxo-2-arylhydrazonopropanals 与乙酰乙酰苯胺串联环化，合成了多种 2-芳基噌啉-6(2H)-酮衍生物。
• Syntheses of novel disperse dyes based on arylazophenols: Synthesis, characterizations and applications
  作者：Morsy Ahmed El-Apasery、Mahmoud Elsayed Ahmed Abdellatif、Fathy Ahmed Yassin、Sara Morsy Ahmed

  DOI：10.4314/bcse.v37i4.15

  日期：——

  ABSTRACT. Three compounds, phenyl propenone, p-tolyl propenone, and bromo phenylpropenone derivatives 3a-c were produced in good yields via condensation derivatives of acetophenone with dimethyl formamide dimethyl acetal (DMFDMA) in presence of xylene as a solvent. Compounds 5a-f were produced by coupling the enaminones 3a-c with diazonium chloride 4a or 4b. Compounds 5a-f were reacted with acetone to create novel disperse dyes 9a-f. Mass spectra, (FT-IR), elemental analysis, and 1H-NMR spectra were used to confirm the chemical structure of the new dyes. The new disperse  dyes were used in dyeing polyester fabrics at low temperature, and fabrics with colors ranging from yellowish brown to dark yellowish brown were obtained. Thus, the different fastness properties of these dyed fabrics were studied, which gave excellent results. Finally, the biological activity of these new dyes was studied, which showed that they have biological activity against bacteria and fungi.   KEY WORDS: Azo dye, Carrier, Low temperature dyeing, Arylazophenols, Color fastness Bull. Chem. Soc. Ethiop. 2023, 37(4), 993-1002.                                                              DOI: https://dx.doi.org/10.4314/bcse.v37i4.15                                                      

  摘要在二甲苯作为溶剂的情况下，通过苯乙酮与二甲基甲酰胺二甲基缩醛（DMFDMA）的缩合衍生物，制得了三种化合物，即苯基丙烯酮、对甲苯基丙烯酮和溴代苯基丙烯酮衍生物 3a-c，收率良好。烯酮 3a-c 与重氮氯化物 4a 或 4b 偶联生成化合物 5a-f。化合物 5a-f 与丙酮反应生成新型分散染料 9a-f。质谱、（傅立叶变换红外光谱）、元素分析和 1H-NMR 光谱用于确认新染料的化学结构。将新型分散染料用于涤纶织物的低温染色，得到的织物颜色从黄棕色到深黄棕色不等。因此，对这些染色织物的不同牢度特性进行了研究，结果非常理想。最后，研究了这些新型染料的生物活性，结果表明它们对细菌和真菌具有生物活性； ； 关键词：偶氮染料、载体、低温染色、芳基偶氮苯酚、色牢度 ； Bull.Chem.Soc.2023，37（4），993-1002； DOI: https://dx.doi.org/10.4314/bcse.v37i4.15
• Microwave-assisted chemoselective synthesis and photophysical properties of 2-arylazo-biphenyl-4-carboxamides from hydrazonals
  作者：Abdulrahman M. Alazemi、Kamal M. Dawood、Hamad M. Al-Matar、Wael M. Tohamy

  DOI：10.1039/d3ra04558g

  日期：——

  were characterized by several spectroscopic techniques including IR, 1H- and 13C-NMR, MS and HRMS, and X-ray single crystals of three examples. The photophysical properties of the new products were also evaluated, with a particular focus on their absorption and emission spectra, which provided valuable information regarding their optical properties. The new compounds emitted 513–549 nm green fluorescence

  3-氧代-2-芳基亚肼基丙醛与乙酰乙酰苯胺以等摩尔比在DBU/1,4-二恶烷/微波辐射反应条件下反应，导致化学选择性形成4-芳基偶氮-5-羟基-苯甲酰胺衍生物。所获得的联苯-4-甲酰胺的结构通过多种光谱技术进行了表征，包括IR、 1 H-和13 C-NMR、MS和HRMS，以及三个实施例的X射线单晶。还评估了新产品的光物理性质，特别关注其吸收和发射光谱，这提供了有关其光学性质的宝贵信息。新化合物在丙酮溶液中在紫外线照射下发出 513-549 nm 的绿色荧光。