5-(4-methoxyphenyl)-N-(2-methylphenyl)-1,3,4-oxadiazol-2-amine | 1316759-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-methoxyphenyl)-N-(2-methylphenyl)-1,3,4-oxadiazol-2-amine
• CAS: 1316759-72-4
• 化学式: C₁₆H₁₅N₃O₂
• 分子量: 281.314
• InChiKey: WYQBSCLXDDLMPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.18
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-methylphenylisoselenocyanate 、 对甲氧基苯甲酰肼 在 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以92%的产率得到5-(4-methoxyphenyl)-N-(2-methylphenyl)-1,3,4-oxadiazol-2-amine
  参考文献：
  名称：

  Synthesis of 2-amino-1,3,4-oxadiazoles from isoselenocyanates via cyclodeselenization

  摘要：

  An efficient one-pot method to access 2-amino-1,3,4-oxadiazoles from isoselenocyanates and hydrazides or dihydrazides was developed via cyclodeselenization. Without any harsh reagents, various 2-amino-1,3,4-oxadiazoles were obtained in considerably high yields (82%-97%) and purities (>99%) directly with simple crystallization in ethanol. And the formed precipitated Se powder during the reaction could be recycled for preparation of isoselenocyanates efficiently. A plausible mechanism is proposed for the formation of the target products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.100

文献信息

• Synthesis of 2-amino-1,3,4-oxadiazoles from isoselenocyanates via cyclodeselenization
  作者：Yuanyuan Xie、Junli Liu、Ping Yang、Xiangjun Shi、Jianjun Li

  DOI：10.1016/j.tet.2011.05.100

  日期：2011.7

  An efficient one-pot method to access 2-amino-1,3,4-oxadiazoles from isoselenocyanates and hydrazides or dihydrazides was developed via cyclodeselenization. Without any harsh reagents, various 2-amino-1,3,4-oxadiazoles were obtained in considerably high yields (82%-97%) and purities (>99%) directly with simple crystallization in ethanol. And the formed precipitated Se powder during the reaction could be recycled for preparation of isoselenocyanates efficiently. A plausible mechanism is proposed for the formation of the target products. (C) 2011 Elsevier Ltd. All rights reserved.