2,5-bis(ethoxycarbonamido)-1,3,4-thiadiazole | 79071-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,5-bis(ethoxycarbonamido)-1,3,4-thiadiazole
• 英文别名: 2,5-diethoxylcarbonylamino-1,3,4-thiadiazole；ethyl N-[5-(ethoxycarbonylamino)-1,3,4-thiadiazol-2-yl]carbamate
• CAS: 79071-55-9
• 化学式: C₈H₁₂N₄O₄S
• 分子量: 260.274
• InChiKey: PIANQQRHYDUCTJ-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 密度：
  1.468±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,6-bis(ethoxycarbonyl)bithiourea 以 N,N-二甲基甲酰胺 为溶剂， 以97%的产率得到2,5-bis(ethoxycarbonamido)-1,3,4-thiadiazole
  参考文献：
  名称：

  Novel and Efficient Cyclization Procedure for the Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles Without Using Any Ring-Closing Reagents

  摘要：

  A novel method for the synthesis of 2,5-disubstituted-1,3,4-thiadiazoles via direct ring closure of 1,6-disubstituted-2,5-dithioureas in dimethylformanide without using any ring-closing reagents has been accidentally discovered. Repeated and extended experiments confirmed that this is a very simple and efficient way to synthesize these kinds of fine chemicals. A series of novel 2,5-disubstituted-1,3,4-thiadiazoles have been synthesized via this method in good yields.

  DOI：

  10.1080/00397911.2010.548891

文献信息

• Kurzer, Frederick; Secker, Jane L., Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 355 - 360
  作者：Kurzer, Frederick、Secker, Jane L.

  DOI：——

  日期：——
• Novel and Efficient Cyclization Procedure for the Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles Without Using Any Ring-Closing Reagents
  作者：Qi Lin、You-Ming Zhang、Man-Lin Li、Tai-Bao Wei

  DOI：10.1080/00397911.2010.548891

  日期：2012.11.15

  A novel method for the synthesis of 2,5-disubstituted-1,3,4-thiadiazoles via direct ring closure of 1,6-disubstituted-2,5-dithioureas in dimethylformanide without using any ring-closing reagents has been accidentally discovered. Repeated and extended experiments confirmed that this is a very simple and efficient way to synthesize these kinds of fine chemicals. A series of novel 2,5-disubstituted-1,3,4-thiadiazoles have been synthesized via this method in good yields.