[[(E)-3-phenylprop-2-enoyl]amino]thiourea | 58064-68-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: [[(E)-3-phenylprop-2-enoyl]amino]thiourea
• CAS: 58064-68-9
• 化学式: C₁₀H₁₁N₃OS
• 分子量: 221.283
• InChiKey: WZGWQGSNOUTFMH-VOTSOKGWSA-N

物化性质

• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [[(E)-3-phenylprop-2-enoyl]amino]thiourea 在 sodium hydroxide 、 1,3-二溴-5,5-二甲基海因 、 potassium iodide 作用下， 以 水 、 异丙醇 、 乙腈 为溶剂， 以74%的产率得到(E)-5-styryl-1,3,4-oxadiazol-2-amine
  参考文献：
  名称：

  Synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles using 1,3-dibromo-5,5-dimethylhydantoin as oxidant

  摘要：

  A scalable synthesis of 5-substituted-2-amino-1,3,4-oxadiazoles via oxidation of a thiosemicarbazide precursor is described. The thiosemicarbazide intermediates are easily accessed from the corresponding acid chlorides. Oxidative cyclization using 1,.3-dibromo-5,5-dimethylhydantoin as the primary oxidant, in the presence of potassium iodide, gives a variety of oxadiazoles in good yields. This methodology utilizes a commercially inexpensive and easily handled oxidant. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.033
• 作为产物：
  描述：

  氨基硫脲 、 3-苯基-2-丙烯酰氯 以 四氢呋喃 为溶剂， 以72%的产率得到[[(E)-3-phenylprop-2-enoyl]amino]thiourea
  参考文献：
  名称：

  Synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles using 1,3-dibromo-5,5-dimethylhydantoin as oxidant

  摘要：

  A scalable synthesis of 5-substituted-2-amino-1,3,4-oxadiazoles via oxidation of a thiosemicarbazide precursor is described. The thiosemicarbazide intermediates are easily accessed from the corresponding acid chlorides. Oxidative cyclization using 1,.3-dibromo-5,5-dimethylhydantoin as the primary oxidant, in the presence of potassium iodide, gives a variety of oxadiazoles in good yields. This methodology utilizes a commercially inexpensive and easily handled oxidant. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.033

文献信息

• Synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles using 1,3-dibromo-5,5-dimethylhydantoin as oxidant
  作者：Nelo R. Rivera、Jaume Balsells、Karl B. Hansen

  DOI：10.1016/j.tetlet.2006.05.033

  日期：2006.7

  A scalable synthesis of 5-substituted-2-amino-1,3,4-oxadiazoles via oxidation of a thiosemicarbazide precursor is described. The thiosemicarbazide intermediates are easily accessed from the corresponding acid chlorides. Oxidative cyclization using 1,.3-dibromo-5,5-dimethylhydantoin as the primary oxidant, in the presence of potassium iodide, gives a variety of oxadiazoles in good yields. This methodology utilizes a commercially inexpensive and easily handled oxidant. (c) 2006 Elsevier Ltd. All rights reserved.