2-Hydroxy-5-[(4-iodophenyl)diazenyl]benzaldehyde | 1356408-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-Hydroxy-5-[(4-iodophenyl)diazenyl]benzaldehyde
• CAS: 1356408-64-4
• 化学式: C₁₃H₉IN₂O₂
• 分子量: 352.131
• InChiKey: OBRNYPYSAWXYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-5-[(4-iodophenyl)diazenyl]benzaldehyde 、 丙二腈 在 iron oxide 作用下， 反应 0.12h， 以97%的产率得到6-((4-iodophenyl)diazenyl)-2-oxo-2H-chromene-3-carbonitrile
  参考文献：
  名称：

  Synthesis of New 3-Cyanocoumarins with C-6 Azo Function Using Ultrasound and Grinding Techniques in the Presence of Nano Fe₃O₄

  摘要：

  报道了在超声照射和研磨反应下，使用高效可回收催化剂纳米颗粒Fe3O4，从偶氮醛和丙二腈中首次合成含偶氮的香豆素类化合物，具有高产率和短反应时间。在另一项研究中，开发了在超声照射下进行首次亲电取代反应，用于合成含偶氮的香豆素类化合物。所有合成的化合物都通过IR、NMR和元素分析进行了表征。

  DOI：

  10.2174/157017861101140113160517

文献信息

• Regioselective Synthesis of Fused Azo-linked Pyrazolo[4,3-e]pyridines Using Nano-Fe3O4
  作者：Mohammad Nikpassand、Leila Zare、Tamila Shafaati、Shahab Shariati

  DOI：10.1002/cjoc.201100181

  日期：2012.3

  A multicomponent reaction for the synthesis of fused azo‐linked pyrazolo[4,3‐e]pyridines from 3‐amino‐5‐methylpyrazole, indan‐1,3‐dione and synthesized azo‐linked aldehydes using nano‐Fe3O4 as an effective and reusable catalyst is reported. The present methodology offers several advantages, such as a simple procedure with an easy work‐up, short reaction times, high yields, and the absence of any volatile

  多组分反应，可使用3 -Fe- 5 O 4作为原料，由3-氨基-5-甲基吡唑，茚满-1,3-二酮和合成的偶氮连接的醛合成稠合的偶氮连接的吡唑并[4,3- e ]吡啶。报道了一种有效且可重复使用的催化剂。本方法具有许多优点，例如操作简单，易于操作，反应时间短，收率高以及不存在任何挥发性和有害有机溶剂。
• PVPP-p-TSA catalyzed one-step synthesis of novel aryldiazenyl-2-hydroxybenzylidene-cyanoarylhydrazide analogs
  作者：Amaneh Mosaffaeirad、Masoud Mokhtary、Mohammad Nikpassand

  DOI：10.1016/j.molstruc.2023.136227

  日期：2023.12

  idene-cyanoarylhydrazide analogs was developed through the reaction of 2‑hydroxy-5-(aryldiazenyl)benzaldehyde, acetophenone analogs and cyanoacetohydrazide using polyvinylpolypyrrolidone immobilized p-toluene sulfonic acid (PVPP-p-TSA) as a heterogeneous catalyst in ethanol at reflux conditions. All products were characterized by FT-IR, 1HNMR , 13CNMR and Mass spectroscopy mhetods. PVPP-p-TSA was identified

  在这项研究中，通过使用聚乙烯聚吡咯烷酮固定对甲苯磺酸，通过2-羟基-5-(芳基二氮烯基)苯甲醛、苯乙酮类似物和氰基乙酰肼的反应，开发了一种制备新型芳基二氮烯基-2-羟基亚苯亚甲基-氰基芳酰肼类似物的有效方法。 PVPP- p -TSA) 作为多相催化剂，在回流条件下乙醇中。所有产物均通过FT-IR、 1HNMR、13CNMR和质谱方法进行表征。PVPP- p-TSA通过FT-IR、SEM、EDX、TEM和TGA技术鉴定。该方法的优点是方法清洁、催化剂制造容易、效率高。此外，我们的结果表明，该催化剂可以重复使用四次，而不会显着损失其稳定性或结构变化。
• Synthesis of novel azo‐linked 4‐arylidene‐benzodiazepine using cellulose@SP@catechin@Fe3O4 nanocomposite and study of their antioxidant activity
  作者：Tamila Shafaati、Mohammad Nikpassand、Masoud Mokhtary、Leila Zare Fekri

  DOI：10.1002/aoc.7470

  日期：2024.6

  Brunauer–Emmett–Teller analysis, thermogravimetric analysis, vibrating sample magnetometry, X-ray powder diffraction, and X-ray spectroscopy. This reusable and efficient nanocomposite facilitated the synthesis of azo-linked 4-arylidene-benzodiazepine, resulting in products with high yields. Characterization of these products was conducted utilizing 1H nuclear magnetic resonance (NMR), 13C NMR, and FT-IR spectral data

  在本研究中，纤维素@SP@儿茶素@Fe 3 O 4 纳米复合材料采用各种分析技术进行了合成和表征，包括傅里叶变换红外光谱（FT-IR）、现场-发射扫描电子显微镜、透射电子显微镜、Brunauer-Emmett-Teller 分析、热重分析、振动样品磁力测定、X 射线粉末衍射和 X 射线光谱。这种可重复使用的高效纳米复合材料促进了偶氮连接的 4-亚芳基-苯二氮卓的合成，从而产生高产率的产品。利用 1 H 核磁共振 (NMR)、 13 C NMR 和 FT-IR 光谱数据以及质量分析对这些产品进行表征。此外，还通过 1,1-二苯基-2-三硝基苯肼分析评估了它们的抗氧化活性。
• TRICHLOROTRIAZINE AS A SIMPLE AND EFFICIENT CATALYST PROMOTER FOR THE SYNTHESIS OF NEW GENERATION OF COUMARINS
  作者：MOHAMMAD NIKPASSAND、LEILA ZARE FEKRI、NARJES CHANGIZ、FOROUZAN IMANI

  DOI：10.4067/s0717-97072013000400073

  日期：——

  The first synthesis of azo bearing coumarins from azo aldehydes and malononitrile in the presence of an efficient catalyst, trichlorotriazine under ultrasound irradiation in high yield and short reaction time is reported. In the other study, the first electrophilic substitution under ultrasound irradiation for the synthesis of azo bearing coumarins was developed. All of synthesized compounds were characterized by FTIR, NMR and elemental analysis.
• Synthesis, experimental, and DFT studies on FT-IR, 1H, and 13C NMR spectra of azo-linked dihydropyridines
  作者：L. Zare Fekri、M. Nikpassand

  DOI：10.1134/s1070363213120347

  日期：2013.12

  An efficient one-pot synthesis of dihydropyridines by solid state three-component condensation reactions of aldehydes, dimedone, and ammonium acetate in the presence of HY-Zeolite has been achieved. The conversion took short time to form the products in excellent yields. HY-Zeolite can be recovered and reused. Density Functional Theory (DFT) calculations at the B3LYP level is used to optimize the geometry and calculate FT-IR, H-1, and C-13 NMR spectra of the compounds. We found that the calculated values are in accordance with the experimental data.