4-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-pyridine | 93138-25-1

• 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: 4-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-pyridine
• 英文别名: 4-[5-(3-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-pyridine；4-[(3-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-pyridine；4-[(3-Nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-pyridin；2-(3-Nitro-phenyl)-5-pyridin-4-yl-1.3.4-oxadiazol；5-(3-Nitro-phenyl)-2-pyridyl-(4)-1.3.4-oxadiazol；4-[5-(3-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine；2-(3-nitrophenyl)-5-pyridin-4-yl-1,3,4-oxadiazole
• CAS: 93138-25-1
• 化学式: C₁₃H₈N₄O₃
• 分子量: 268.232
• InChiKey: FPKNGYHDHJFWTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  异烟肼 在 ammonium cerium(IV) nitrate 作用下， 以 乙醇 为溶剂， 反应 0.83h， 生成 4-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-pyridine
  参考文献：
  名称：

  一锅合成不对称2,5-二取代1,3,4-恶二唑的简便方法

  摘要：

  不对称的2，5-二取代的1,3,4-恶二唑是通过酰基的环化-氧化反应有效合成的。同样，标题化合物的合成是通过在硝酸铈铵中在二氯甲烷中缩合酰肼和芳族醛来实现的。

  DOI：

  10.1016/j.tetlet.2006.07.127

文献信息

• One-Pot, Three Component Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles Catalyzed by Heteropolyacid
  作者：Majid M. Heravi、Vahideh Zadsirjan、Khadijeh Bakhtiari、Fatemeh F. Bamoharram

  DOI：10.1080/15533174.2012.740718

  日期：2013.3.1

  H6[PMo9V3O40] was used as an efficient catalyst for the preparation of 1-aroyl-2-arylidene hydrazines. 2,5-Disubstituted 1,3,4-oxadiazoles have been synthesized by oxidation of 1-aroyl-2-arylidene hydrazines with CrO3 in excellent yields.

  H 6 [PMo 9 V 3 O 40 ]被用作制备1-芳酰基-2-亚芳基肼的有效催化剂。已经通过用CrO 3氧化1-芳基-2-亚芳基肼以优异的产率合成了2，5-二取代的1,3,4-恶二唑。
• Weidinger,H.; Kranz,J., Chemische Berichte, 1963, vol. 96, p. 1049 - 1058
  作者：Weidinger,H.、Kranz,J.

  DOI：——

  日期：——
• Comparison between antioxidant activity of 2,5-disubstituted 1,3,4-oxadiazoles containing heteroaromatic ring and aromatic ring at 2nd position
  作者：Radhika Maheshwari、Pooja Chawla、Shubhini A. Saraf

  DOI：10.1007/s00044-010-9480-5

  日期：2011.12

  A series of 4-[5-(substitutedphenyl)-1,3,4-oxadiazol-2-yl]-pyridine) and 2-[5-substitutedphenyl)-1,3,4-oxadiazol-2-yl]-benzenamine derivatives were synthesized from substituted esters and hydrazine hydrate in the presence of ethanol to give isonicotinic acid hydrazide and 2-aminobenzohydrazide followed by reaction with phosphorus oxychloride and various aromatic acids. All the compounds were tested for their in vitro antioxidant activity by 1,1-diphenyl-2-picryl hydrazyl (DPPH) method. Compounds containing aromatic group at 2nd position showed significant activity as compared to standard (ascorbic acid) which concludes that the presence of aromatic group increases the free radical scavenging activity.
• Pachhamia; Parikh, Journal of the Indian Chemical Society, 1989, vol. 66, # 4, p. 250 - 251
  作者：Pachhamia、Parikh

  DOI：——

  日期：——
• Iodobenzene Diacetate Mediated Solid‐State Synthesis of Heterocyclyl‐1,3,4‐oxadiazoles
  作者：V. S. Rao、K. V. G. Chandra Sekhar

  DOI：10.1081/scc-120038493

  日期：2004.12.31

  A simple and efficient method has been developed for the oxidation of various heterocyclyl acylhydrazones 3 with iodobenzene diacetate (IBD) to heterocyclyl-1,3,4-oxadiazoles 4 in solid state. The reaction took place at room temperature within few minutes. The products were isolated by simple aqueous work-up in good yields.