1-(p-bromophenyl)-3-(m-nitrophenyl)-5-phenylformazan | 300684-53-1

• 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: 1-(p-bromophenyl)-3-(m-nitrophenyl)-5-phenylformazan
• 英文别名: 1-(4-Bromophenyl)-3-(3-nitrophenyl)-5-phenylformazan；N'-anilino-N-(4-bromophenyl)imino-3-nitrobenzenecarboximidamide
• CAS: 300684-53-1
• 化学式: C₁₉H₁₄BrN₅O₂
• 分子量: 424.256
• InChiKey: WZIFJANGMMGHFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(p-bromophenyl)-3-(m-nitrophenyl)-5-phenylformazan 在 葡萄糖 、 氨 、 氧气 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 生成 2-(4-bromophenyl)-6-(3-nitrophenyl)-4-phenyl-1,2,3,4-tetrahydro-1,2,4,5-tetrazin-1-yl
  参考文献：
  名称：

  Synthesis of 3-Aryl(pyridin-4-yl)-1-(4-R-phenyl)-5-phenyl-5,6-dihydro-1,2,4,5-tetrazinium Triflates and 6-Aryl(pyridin-4-yl)-4-phenyl-2-(4-R-phenyl)-1,2,3,4-tetrahydro-1,2,4,5-tetrazinyls

  摘要：

  Abstract The corresponding formazans were synthesized by the reaction of phenylhydrazones of nitro-substituted benzaldehydes and 4-pyridinecarbaldehyde with arenediazonium salts obtained from p-substituted anilines. Formazans were converted into the corresponding 5,6-dihydro-1,2,4,5-tetrazinium triflates by the action of formalin in the presence of CF3SO3H. When tetrazinium salts were treated with

  DOI：

  10.1134/s1070363222050073
• 作为产物：
  描述：

  苯肼 在 sodium nitrite 作用下， 以 neat (no solvent) 为溶剂， 反应 0.01h， 生成 1-(p-bromophenyl)-3-(m-nitrophenyl)-5-phenylformazan
  参考文献：
  名称：

  纳米BF 3 ·SiO 2：一种绿色多相固体酸，可在无溶剂条件下合成甲maz染料

  摘要：

  通过以下方法开发了一种无溶剂，高效且快速的合成甲dye染料的方法：将芳族胺与NaNO 2进行重氮化，然后将纳米二氧化硅负载的三氟化硼（纳米BF 3 ·SiO 2）重氮化，然后通过研磨法将重氮与醛基苯hydr偶合。室内温度。这项研究旨在克服以前报道的方法的局限性和缺陷，例如：低温，使用腐蚀性和有毒的酸和溶剂，使用缓冲液，芳基重氮盐的不稳定性，中等收率和较长的反应时间。

  DOI：

  10.1016/j.molcata.2014.06.024

文献信息

• BF₃-Functionalized Silica-Coated Magnetic Nanoparticles as a Novel Heterogeneous Solid Acid for Synthesis of Formazan Derivatives via a Green Protocol
  作者：Abdolhamid Bamoniri、Naimeh Moshtael-Arani

  DOI：10.1246/bcsj.20140298

  日期：2015.5.15

  A new type of green heterogeneous solid acid was prepared by the immobilization of BF3·Et2O on the surface of Fe3O4@SiO2 core–shell nanocomposite (Fe3O4@SiO2–BF3) and characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), field emission scanning electron microscope (FE-SEM), energy-dispersive X-ray (EDS), and transmission electron microscope (TEM). The activity of this super solid acid was probed through the synthesis of aryl diazonium salts as the starting reactant and then, their diazo coupling with aldehyde phenylhydrazones for formation of formazan derivatives in a solvent-free medium at room temperature. This clean and environmentally benign methodology has advantages such as: no need for corrosive and toxic liquid acids, solvents, or buffer solutions, room temperature reaction, high yields, and short reaction times. In addition, long-term stability of aryl diazonium salts supported on the surface of Fe3O4@SiO2–BF3 magnetic nanoparticles (MNPs) at room temperature was one of the most important results of this procedure.

  通过在Fe3O4@SiO2核壳纳米复合材料（Fe3O4@SiO2-BF3）表面固定BF3-Et2O制备了一种新型绿色异质固体酸，并通过傅立叶变换红外光谱（FT-IR）、X射线衍射（XRD）、振动样品磁力计（VSM）、场发射扫描电子显微镜（FE-SEM）、能量色散X射线（EDS）和透射电子显微镜（TEM）对其进行了表征。通过合成芳基重氮盐作为起始反应物，然后在室温无溶剂介质中将其与醛基苯肼重氮偶联以形成甲酰肼衍生物，从而探究了这种超固体酸的活性。这种清洁环保的方法具有以下优点：无需腐蚀性和有毒的液体酸、溶剂或缓冲溶液，室温反应，产率高，反应时间短。此外，Fe3O4@SiO2-BF3 磁性纳米粒子（MNPs）表面支持的芳基重氮盐在室温下的长期稳定性也是该方法最重要的成果之一。
• Synthesis, spectroscopic and electrochemical studies on bis-[1,3-substituted (Cl, Br) phenyl-5-phenyl formazanato]nickel(II) complexes
  作者：Habibe Tezcan、Elif Uzluk、M. Levent Aksu

  DOI：10.1016/j.saa.2007.10.010

  日期：2008.10

  In this study, new 1:2 Ni complexes of 1,3-substituted phenyl-5-phenylformazans were synthesized with -Cl, -Br substituents in the o-, m-, p-positions of the 1-phenyl ring and -NO2 group in the m-position of the 3-phenyl ring. Their structures were elucidated and spectral behaviors were investigated with the use of elemental analysis, GC-Mass, 1H NMR, 13C NMR, FTIR, UV-vis spectra. Furthermore electrochemical

  在这项研究中，合成了新的1，3-取代的苯基-5-苯基甲氮烷的1：2 Ni配合物，在1-苯基环的o-，m-，p-位和-NO2处带有-Cl，-Br取代基基团在3-苯基环的间位。阐明了它们的结构，并使用元素分析，GC-质谱，1H NMR，13C NMR，FTIR，UV-vis光谱研究了光谱行为。此外，使用循环伏安法，超微盘电极和计时电流法测定了化合物的电化学性质，例如转移的电子数（n），扩散系数（D）和可能的反应机理。研究了它们的吸收性能和电化学性能之间的关系。在Hammett取代基系数与lambda（max）值之间获得线性相关性。
• Nano BF3·SiO2: A green heterogeneous solid acid for synthesis of formazan dyes under solvent-free condition
  作者：Abdolhamid Bamoniri、Bi Bi Fatemeh Mirjalili、Naimeh Moshtael-Arani

  DOI：10.1016/j.molcata.2014.06.024

  日期：2014.11

  A solvent-free, efficient and rapid approach for synthesis of formazan dyes was developed by diazotization of aromatic amines with NaNO2, nano silica-supported boron trifluoride (nano BF3·SiO2), then diazo coupling with aldehyde phenylhydrazones by grinding method at room temperature. This study aimed to overcome the limitations and drawbacks of the previous reported methods such as: low temperature

  通过以下方法开发了一种无溶剂，高效且快速的合成甲dye染料的方法：将芳族胺与NaNO 2进行重氮化，然后将纳米二氧化硅负载的三氟化硼（纳米BF 3 ·SiO 2）重氮化，然后通过研磨法将重氮与醛基苯hydr偶合。室内温度。这项研究旨在克服以前报道的方法的局限性和缺陷，例如：低温，使用腐蚀性和有毒的酸和溶剂，使用缓冲液，芳基重氮盐的不稳定性，中等收率和较长的反应时间。
• Synthesis of 3-Aryl(pyridin-4-yl)-1-(4-R-phenyl)-5-phenyl-5,6-dihydro-1,2,4,5-tetrazinium Triflates and 6-Aryl(pyridin-4-yl)-4-phenyl-2-(4-R-phenyl)-1,2,3,4-tetrahydro-1,2,4,5-tetrazinyls
  作者：S. G. Kostryukov、A. Sh. Kozlov、I. A. Konushkin、A. Yu. Asfandeev、K. V. Savrasov、N. V. Yantsen

  DOI：10.1134/s1070363222050073

  日期：2022.5

  Abstract The corresponding formazans were synthesized by the reaction of phenylhydrazones of nitro-substituted benzaldehydes and 4-pyridinecarbaldehyde with arenediazonium salts obtained from p-substituted anilines. Formazans were converted into the corresponding 5,6-dihydro-1,2,4,5-tetrazinium triflates by the action of formalin in the presence of CF3SO3H. When tetrazinium salts were treated with