2-(5-(4-bromo phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole | 1445596-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(5-(4-bromo phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole
• CAS: 1445596-46-2
• 化学式: C₁₅H₈BrN₃O₂
• 分子量: 342.151
• InChiKey: BDVUNQXLBFHWGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.95
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(5-(4-bromo phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole 、 联硼酸频那醇酯 在 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以82 %的产率得到
  参考文献：
  名称：

  CN116023374

  摘要：

  公开号：
• 作为产物：
  描述：

  苯并恶唑-2-羧酸酰肼 在 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 生成 2-(5-(4-bromo phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole
  参考文献：
  名称：

  Design, synthesis and screening of some novel benzoxazole based 1,3,4-oxadiazoles as potential antimicrobial agents

  摘要：

  A series of novel 2-(5-substituted-[1,3,4]oxadiazol-2-yl)-benzoxazoles (7a-h) were synthesized in good yields in two different directions by involving benzoxazole-2-carboxylic acid (1) as raw material and benzoxazole-2-carbonyl chloride (2), benzoxazole-2-carboxylic acid methyl ester (3), benzoxazole-2-carboxylic acid hydrazide (4), benzoxazole-2-carboxylic acid N'-acetyl hydrazide (5a-d) and benzoxazole-2-carboxylic acid-ethylidene-hydrazides (6a-d) as reactive intermediates. The chemical structures of all the synthesized compounds were elucidated by their IR, H-1 NMR and C-13 NMR and mass spectral data. Further, the target compounds were screened for their antimicrobial activity against various Gram-positive and Gram-negative bacteria. (C) 2013 Raghu Vardhan Reddy Mekala. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.005

文献信息

• Synthesis and Screening of Some Novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as Potential Antimicrobial Agents
  作者：Hemalatha Gadegoni、Sarangapani Manda、Shivaprasad Rangu

  DOI：10.5012/jkcs.2013.57.2.221

  日期：2013.4.20

  A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, $^1H$ NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.

  在乙醇溶剂中，室温下用苯并恶唑-2-羧酸与亚硫酰氯反应，得到苯并恶唑-2-羧酰氯，再与水合肼在乙醇溶剂中回流反应，得到苯并恶唑-2-羧酸酰肼，从而合成了一系列新型 2-[5-（取代苯基）-[1,3,4]恶二唑-2-基]-苯并恶唑。随后，苯并恶唑-2-羧酸酰肼与适当的芳香族羧酸在聚磷酸存在下进行回流处理，便得到了标题化合物。通过红外光谱、$^1H$ NMR 和质谱数据分析，阐明了新合成化合物的化学结构。此外，这些化合物还具有抗微生物和杀线虫的活性。