1-(2,4-dinitrophenyl)-2-(pyridin-3-ylmethylene)hydrazine

• 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-(2,4-dinitrophenyl)-2-(pyridin-3-ylmethylene)hydrazine
• 英文别名: 3-pyridinecarboxaldehyde 2,4-dinitrophenylhydrazone；3-((2-(2,4-dinitrophenyl)hydrazono)methyl)pyridine；pyridine-3-carbaldehyde 2,4-dinitrophenylhydrazone；nicotinaldehyde 2,4-dinitrophenylhydrazone；2,4-dinitro-N-(pyridin-3-ylmethylideneamino)aniline
• 化学式: C₁₂H₉N₅O₄
• 分子量: 287.235
• InChiKey: VPLLHFPNAOBFOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 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：
  129
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-吡啶甲醇 在 硫酸 、 2-iodyl-3-propoxypyridine 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 24.0h， 生成 1-(2,4-dinitrophenyl)-2-(pyridin-3-ylmethylene)hydrazine
  参考文献：
  名称：

  2-碘吡啶的制备，X射线结构和反应性：可回收的高价碘（V）试剂

  摘要：

  通过用3，3-二甲基二环氧乙烷将各自的2-碘吡啶氧化，可以制备2-碘吡啶和3-烷氧基-2-碘吡啶的四个实例。通过单晶X射线衍射分析建立2-碘基吡啶，2-碘基-3-异丙氧基吡啶和2-碘基-3-丙氧基吡啶的结构。2-碘-3-丙氧基吡啶在有机溶剂中具有中等溶解度（例如在乙腈中为1.1 mg / mL），可用作硫化物和醇类氧化的可循环试剂。该试剂的还原形式2-碘-3-丙氧基吡啶可通过用稀硫酸处理而有效地从反应混合物中分离出来，并通过加入氢氧化钠水溶液从酸性水溶液中回收。

  DOI：

  10.1021/jo200163m

文献信息

• Aromatic aldehyde based chemosensors for fluoride and cyanide detection in organic and aqueous media: Ascertained by characterization, spectroscopic and DFT studies
  作者：Suresh N. Kodlady、B. Narayana、B.K. Sarojini、B.U. Gauthama

  DOI：10.1016/j.ica.2019.05.030

  日期：2019.8

  NO−3 in dry DMSO and DMSO-water mixture (DMSO: H2O 9:1 v/v). The binding mechanism of fluorometric chemosensors with N H F and N H CN ion was determined based on 1H NMR titration and were also theoretically supported by DFT (Density functional theory) calculation. The stoichiometry and binding constant (Ka) of the host-guest complexes formed were determined by the Benesi–Hildebrand (B–H) plot and Job's

  摘要在本研究中，通过简单的缩合反应，合理地设计和合成了一系列新型的基于芳香醛的化学传感器（S1-S4），并研究了它们的阴离子感测特性。通过光谱技术对化合物进行了表征，例如FT-IR，UV-Visible，1H NMR，13C NMR和ESI-MS。探针在干燥的DMSO和DMSO-水混合物（DMSO）中对氟化物和氰化物离子表现出比Br-，HSO-4，Cl-，OH-，I-，NO-2和NO-3等阴离子更高的灵敏度和选择性：H 2 O 9：1 v / v）。荧光化学传感器与NHF和NH CN离子的结合机理是基于1H NMR滴定法确定的，并且在理论上也得到DFT（密度泛函理论）计算的支持。形成的宿主-客体复合物的化学计量和结合常数（Ka）分别通过Benesi-Hildebrand（B-H）图和Job方法确定。最后，制造了经济上可见的（S1-S4）纸基比色“测试条”以检测100％水溶液中的F-和CN-离子。
• Highly efficient RuCl3-catalyzed disproportionation of (diacetoxyiodo)benzene to iodylbenzene and iodobenzene; leading to the efficient oxidation of alcohols to carbonyl compounds
  作者：Mekhman S. Yusubov、Ki-Whan Chi、Joo Yeon Park、Rashad Karimov、Viktor V. Zhdankin

  DOI：10.1016/j.tetlet.2006.06.100

  日期：2006.8

  (Diacetoxyiodo)benzene (DIB) selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.8–1.0 mol %) at room temperature in aqueous acetonitrile. This reaction proceeds via an initial instantaneous Ru-catalyzed disproportionation of DIB to iodobenzene and iodylbenzene with the latter acting as the actual stoichiometric oxidant toward alcohols

  在室温下，在乙腈水溶液中，在RuCl 3（0.8-1.0 mol％）存在的情况下，（二乙氧基碘）苯（DIB）将伯醇和仲醇选择性氧化为相应的羰基化合物。该反应通过初始瞬时Ru催化的DIB歧化成碘代苯和碘代苯进行，而后者作为对醇的实际化学计量的氧化剂。
• Synthesis and several properties of 2-alkoxy- and 2-alkylthio-3-aryl(hetaryl)propenals
  作者：Natalia A. Keiko、Ludmila G Stepanova、Ekaterina A Verochkina、Ludmila I Larina

  DOI：10.3998/ark.5550190.0011.204

  日期：——

  Alkoxy- and 2-alkylthio-3-aryl(hetaryl)propenals have been synthesized in 57-84% yields by the reaction of aldol condensation of aryl(hetaryl) aldehydes with 2-alkoxy- and 2- butylthioacetaldehydes. In the presence of alkali catalysts the reaction proceeds stereoselectively in two-phase systems. The direction of the С=С bond hydration of the prepared enals in the course of hydrolysis in acidic medium

  通过芳基(杂芳基)醛与2-烷氧基-和2-丁硫基乙醛的羟醛缩合反应，烷氧基-和2-烷硫基-3-芳基(杂芳基)丙烯醛的产率为57-84%。在碱催化剂的存在下，反应在两相系统中立体选择性地进行。研究了制备的烯醛在酸性介质中水解过程中С=С键水合的方向。2-甲酰基-2,5-二烷硫基-2,3-二氢-4Н-吡喃。与 3-未取代的 2-烷硫基丙烯醛不同，3-甲基-或 3,3-二甲基-2-烷硫基丙烯醛以单体形式存在。前者很容易通过溴在 2-bromo-2-butenal, 10 中的同位取代反应合成，后者通过 1-ethoxy-3-methylbut-1-yn-3-ol 与乙硫醇反应制备在过氧化物的存在下，然后是酸催化重排。11
• Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems
  作者：Janelle E. Steves、Shannon S. Stahl

  DOI：10.1021/ja409241h

  日期：2013.10.23

  Cu/TEMPO catalyst systems promote efficient aerobic oxidation of sterically unhindered primary alcohols and electronically activated substrates, but they show reduced reactivity with aliphatic and secondary alcohols. Here, we report a catalyst system, consisting of ((MeO)bpy)Cu-I(OTf) and ABNO ((MeO)bpy = 4,4'-dimethoxy-2,2'-bipyridine; ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl), that mediates aerobic oxidation of all classes of alcohols, including primary and secondary allylic, benzylic, and aliphatic alcohols with nearly equal efficiency. The catalyst exhibits broad functional group compatibility, and most reactions are complete within 1 h at room temperature using ambient air as the source of oxidant.
• Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs
  作者：Gregory L. Backes、Branko S. Jursic、Donna M. Neumann

  DOI：10.1016/j.bmc.2015.04.040

  日期：2015.7

  Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species. (C) 2015 Elsevier Ltd. All rights reserved.