二[5-(乙酰氨基)-1,3,4-噻二唑-2-磺酰基]胺 | 80495-47-2

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 二[5-(乙酰氨基)-1,3,4-噻二唑-2-磺酰基]胺
• 中文别名: N，N'-[亚氨基双（磺酰基-1,3,4-噻二唑-5,2-二基）]双乙酰胺；乙酰唑胺杂质
• 英文名称: bis(5-acetylamino-1,3,4-thiadiazole-2-sulfonyl)amine
• 英文别名: Bis(5-(acetylamino)-1,3,4-thiadiazole-2-sulfonyl)amine；N-[5-[(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonylsulfamoyl]-1,3,4-thiadiazol-2-yl]acetamide
• CAS: 80495-47-2
• 化学式: C₈H₉N₇O₆S₄
• 分子量: 427.467
• InChiKey: IFHVLEPJWVZZBO-UHFFFAOYSA-N

物化性质

• 熔点：
  307-311 °C
• 密度：
  1.877±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（轻微）、甲醇（非常轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  263
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-5-氯磺酰基-1,3,4-噻二唑 、 乙酰唑胺 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.5h， 以0.65 g的产率得到二[5-(乙酰氨基)-1,3,4-噻二唑-2-磺酰基]胺
  参考文献：
  名称：

  GIAO/DFT ¹³C NMR Chemical Shifts of 1,3,4-Thiadiazoles

  摘要：

  H-1, C-13 and N-15 NMR spectra of 2-acetylamino-1,3,4-thiadiazole and its 5-substituted derivatives have been measured and assigned based on reference data, as well as homo- and heteronuclear 2 D NMR experiments. In addition, the GIAO/DFT approach at the B3LYP level of theory using the 6-311G basis set was used to calculate the C-13 NMR chemical shifts. Although this method gives reliable results for 2-arylhydrazones of 1,3-diphenylpropanetrione, 2-phenacylpyridines, (Z)-2-(2-hydroxy-2-phenylvinyl)pyridines, 4-fluoroanilines, (1Z,3Z)-1,4-di(pyridin-2-yl)buta-1,3-dienediols and their tautomeric forms, the calculated chemical shifts for the 1,3,4-thiadiazoles studied are less satisfactory. Presence of the sulfur atom(s) seems to be responsible for such behavior.

  DOI：

  10.1080/10426500701407755

文献信息

• GIAO/DFT ¹³C NMR Chemical Shifts of 1,3,4-Thiadiazoles
  作者：Hossein Loghmani-Khouzani、Teresa Rauckyte、Borys Ośmiałowski、Ryszard Gawinecki、Erkki Kolehmainen

  DOI：10.1080/10426500701407755

  日期：2007.7.19

  H-1, C-13 and N-15 NMR spectra of 2-acetylamino-1,3,4-thiadiazole and its 5-substituted derivatives have been measured and assigned based on reference data, as well as homo- and heteronuclear 2 D NMR experiments. In addition, the GIAO/DFT approach at the B3LYP level of theory using the 6-311G basis set was used to calculate the C-13 NMR chemical shifts. Although this method gives reliable results for 2-arylhydrazones of 1,3-diphenylpropanetrione, 2-phenacylpyridines, (Z)-2-(2-hydroxy-2-phenylvinyl)pyridines, 4-fluoroanilines, (1Z,3Z)-1,4-di(pyridin-2-yl)buta-1,3-dienediols and their tautomeric forms, the calculated chemical shifts for the 1,3,4-thiadiazoles studied are less satisfactory. Presence of the sulfur atom(s) seems to be responsible for such behavior.