N-benzyl-5-(2-chlorophenyl)-1,3,4-oxadiazol-2-amine | 23766-13-4

• 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: N-benzyl-5-(2-chlorophenyl)-1,3,4-oxadiazol-2-amine
• 英文别名: benzyl-[5-(2-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-amine；5-Benzylamino-2-(2-chlor-phenyl)-1,3,4-oxadiazol
• CAS: 23766-13-4
• 化学式: C₁₅H₁₂ClN₃O
• 分子量: 285.733
• InChiKey: COUQQGQMOVPORY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.95
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-benzyl-3-[(2-chlorobenzoyl)amino]urea 在 N-(methylpolystyrene)-4-(methylamino)pyridine 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 N-benzyl-5-(2-chlorophenyl)-1,3,4-oxadiazol-2-amine
  参考文献：
  名称：

  The rapid preparation of 2-aminosulfonamide-1,3,4-oxadiazoles using polymer-supported reagents and microwave heating

  摘要：

  Herein, we report on the preparation of a library of 5-substituted-2-amino-1,3,4-oxadiazoles and the corresponding thiadiazole analogues. Presented is a one-pot preparation of the 2-ammosulfonylated analogues through a three component coupling of an acylhydrazine, an isocyanate and sulfonyl chloride promoted by a polymer-supported phosphazine base under microwave dielectric heating. Also described is the optimization process and details pertaining to the elucidation of the reaction products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.062

文献信息

• <i>o</i>-Iodoxybenzoic Acid Mediated Oxidative Desulfurization Initiated Domino Reactions for Synthesis of Azoles
  作者：Pramod S. Chaudhari、Sagar P. Pathare、Krishnacharaya G. Akamanchi

  DOI：10.1021/jo2025509

  日期：2012.4.20

  A systematic exploration of thiophilic ability of o-iodoxybenzoic acid (IBX) for oxidative desulfurization to trigger domino reactions leading to new methodologies for synthesis of different azoles is described. A variety of highly substituted oxadiazoles, thiadiazoles, triazoles, and tetrazoles have been successfully synthesized in good to excellent yields, starting from readily accessible thiosemicarbazides, bis-diarylthiourea, 1,3-disubtituted thiourea, and thioamides.
• Madhavan,R.; Srinivasan,V.R., Indian Journal of Chemistry, 1969, vol. 7, p. 760 - 765
  作者：Madhavan,R.、Srinivasan,V.R.

  DOI：——

  日期：——