5-hydroxymethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole | 1344356-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-hydroxymethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole
• 英文别名: [3-(4-Nitrophenyl)-1,2,4-oxadiazol-5-yl]methanol
• CAS: 1344356-96-2
• 化学式: C₉H₇N₃O₄
• 分子量: 221.172
• InChiKey: UJBKLWFLWCRWDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙醇酸乙酯 、 N'-hydroxy-4-nitrobenzimidamide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.0h， 以56%的产率得到5-hydroxymethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  One-Step Protection-Free Synthesis of 3-Aryl-5-hydroxyalkyl-1,2,4-oxadiazoles as Building Blocks

  摘要：

  A simple and straightforward synthesis of 3-aryl-5-hydroxyalkyl-1,2,4-oxadiazoles is described. The reaction among arylamidoximes, ethyl glycolate or ethyl lactate, and potassium carbonate in refluxing toluene afforded the desired 1,2,4-oxadiazoles in moderate to good yields. The synthesis has been accomplished in a single step, avoiding protection-deprotection protocols. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.724757

文献信息

• One-Step Protection-Free Synthesis of 3-Aryl-5-hydroxyalkyl-1,2,4-oxadiazoles as Building Blocks
  作者：Ricardo A. W. Neves Filho、Diana C. B. da Silva-Alves、Janaína V. dos Anjos、Rajendra M. Srivastava

  DOI：10.1080/00397911.2012.724757

  日期：2013.10.2

  A simple and straightforward synthesis of 3-aryl-5-hydroxyalkyl-1,2,4-oxadiazoles is described. The reaction among arylamidoximes, ethyl glycolate or ethyl lactate, and potassium carbonate in refluxing toluene afforded the desired 1,2,4-oxadiazoles in moderate to good yields. The synthesis has been accomplished in a single step, avoiding protection-deprotection protocols. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.