[(5-甲基-1,3,4-恶二唑-2-基)硫基]乙酸 | 842965-64-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: [(5-甲基-1,3,4-恶二唑-2-基)硫基]乙酸
• 英文名称: 2-(5-methyl-1,3,4-oxadiazol-2-ylthio)acetic acid
• 英文别名: (5-Methyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid；2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetic acid
• CAS: 842965-64-4
• 化学式: C₅H₆N₂O₃S
• mdl: MFCD05042055
• 分子量: 174.18
• InChiKey: OGZGEDAMVAUHEP-UHFFFAOYSA-N

物化性质

• 沸点：
  372.0±44.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  [(5-甲基-1,3,4-恶二唑-2-基)硫基]乙酸 、 对甲基苯甲醛 、 1-氯-4-(异氰基甲基)苯 在 氨 作用下， 以 2,2,2-三氟乙醇 、 水 为溶剂， 以64%的产率得到N-(4-chlorobenzyl)-2-(2-(5-methyl-1,3,4-oxadiazol-2-ylthio)acetamido)-2-p-tolylacetamide
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529

文献信息

• Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives
  作者：Mark J. Thompson、Beining Chen

  DOI：10.1021/jo9014529

  日期：2009.9.18

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.