2-(2-methoxyphenyl)amino-5-(4-pyridyl)-1,3,4-oxadiazole | 117080-54-3

• 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: 2-(2-methoxyphenyl)amino-5-(4-pyridyl)-1,3,4-oxadiazole
• 英文别名: N-(2-methoxyphenyl)-5-pyridin-4-yl-1,3,4-oxadiazol-2-amine
• CAS: 117080-54-3
• 化学式: C₁₄H₁₂N₄O₂
• 分子量: 268.275
• InChiKey: OOKXWLFIRRGMRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  73.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(2-Methoxyphenyl)-3-(pyridine-4-carbonylamino)thiourea 在 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以95%的产率得到2-(2-methoxyphenyl)amino-5-(4-pyridyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Electrochemically initiated oxidative cyclization: a versatile route for the synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles

  摘要：

  A rapid, improved, and environmentally benign synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles by one-pot electrocyclization of acylthiosemicarbazones is reported. Controlled potential electrolysis was performed at room temperature in acetonitrile as non-aqueous solvent and LiClO4 as supporting electrolyte. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetric data. Better yields at room temperature, shortest reaction time, and easy work-up are attractive features of this green procedure.

  DOI：

  10.1007/s00706-011-0711-3

文献信息

• Yar, Mohammad Shahar; Akhter, Mohammad Wasim, Acta poloniae pharmaceutica, 2009, vol. 66, # 4, p. 393 - 397
  作者：Yar, Mohammad Shahar、Akhter, Mohammad Wasim

  DOI：——

  日期：——
• ZHANG, ZIYI;YANG, KEXIN;ZENG, FULI, CHEM. J. CHIN. UNIV., 9,(1988) N 3, 239-245
  作者：ZHANG, ZIYI、YANG, KEXIN、ZENG, FULI

  DOI：——

  日期：——
• Electrochemically initiated oxidative cyclization: a versatile route for the synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles
  作者：Sushma Singh、Laxmi Kant Sharma、Apoorv Saraswat、R. K. P. Singh

  DOI：10.1007/s00706-011-0711-3

  日期：2012.10

  A rapid, improved, and environmentally benign synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles by one-pot electrocyclization of acylthiosemicarbazones is reported. Controlled potential electrolysis was performed at room temperature in acetonitrile as non-aqueous solvent and LiClO4 as supporting electrolyte. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetric data. Better yields at room temperature, shortest reaction time, and easy work-up are attractive features of this green procedure.