1,6-di(2-furoyl)dithiohydrazodicarbonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 1,6-di(2-furoyl)dithiohydrazodicarbonamide
• 英文别名: N-[(furan-2-carbonylcarbamothioylamino)carbamothioyl]furan-2-carboxamide
• 化学式: C₁₂H₁₀N₄O₄S₂
• 分子量: 338.368
• InChiKey: BOSQTETVSQKDKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  173
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,6-di(2-furoyl)dithiohydrazodicarbonamide 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到2,5-bis(furan-2-carboxamido)-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
• 作为产物：
  描述：

  2-异硫氰酸呋喃酯 在 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1,6-di(2-furoyl)dithiohydrazodicarbonamide
  参考文献：
  名称：

  Phase Transfer Catalyzed Synthesis of 1,6-Diaroyldithiohydrazodicarbonamide Derivatives

  摘要：

  Reaction of hydrazine hydrate with aroyl chloride and ammonium thiocyanate under the condition of solid-liquid phase transfer catalysis using polyethylene glycol-600 (PEG-600) as the catalyst yielded 1,6-diaroyldithiohydrazodicarbonamides 3a - 3h in good to excellent yield.

  DOI：

  10.1080/00397919808004429

文献信息

• Phase Transfer Catalyzed Synthesis of 1,6-Diaroyldithiohydrazodicarbonamide Derivatives
  作者：Youming Zhang、Taibao Wei、Jinren Lu

  DOI：10.1080/00397919808004429

  日期：1998.9

  Reaction of hydrazine hydrate with aroyl chloride and ammonium thiocyanate under the condition of solid-liquid phase transfer catalysis using polyethylene glycol-600 (PEG-600) as the catalyst yielded 1,6-diaroyldithiohydrazodicarbonamides 3a - 3h in good to excellent yield.
• 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.