1,6-bis(ethoxycarbonyl)bithiourea | 108302-28-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,6-bis(ethoxycarbonyl)bithiourea
• 英文别名: diethyl hydrazine-1,2-diylbis(thioxomethylene)dicarbamate；N,N'-bis-(ethoxycarbonyl-thiocarbamoyl)-hydrazine；N,N'-Bis-(aethoxycarbonyl-thiocarbamoyl)-hydrazin；1,6-Bis-aethoxycarbonyl-dithiobiharnstoff；3,6-Dithioxo-2,4,5,7-tetraaza-octandisaeure-diaethylester；ethyl N-[(ethoxycarbonylcarbamothioylamino)carbamothioyl]carbamate
• CAS: 108302-28-9
• 化学式: C₈H₁₄N₄O₄S₂
• 分子量: 294.356
• InChiKey: ZXYRQECYJADIRK-UHFFFAOYSA-N

物化性质

• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  propionyl isothiocyanate 在 一水合肼 作用下， 反应 4.0h， 生成 1,6-bis(ethoxycarbonyl)bithiourea
  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

• Cyclization of thiosemicarbazide derivative: As a source of novel synthesis of some azoles and azines
  作者：Mohamed H. M. Abd El‐Azim、Mohamed G. Assy、Mohammed I. Khalil、Yasser A. Selim

  DOI：10.1002/jhet.4022

  日期：2020.8

  In our study, we aimed to synthesize novel, some biologically active compounds, Azoles and Azines derivatives, that to be nitrogen‐containing heterocycles, and have their diverse therapeutic values. Thiosemicarbazide, 2 , was obtained from the attack of nitrogen of hydrazine to the carbon of heteroallene function of compound 1. Triazolotriazole derivative, 4 , was obtained from the reaction of 2 with

  在我们的研究中，我们旨在合成新型的，具有生物活性的化合物，Azoles和Azines衍生物，它们是含氮杂环，具有多种治疗价值。硫代氨基脲2是由肼的氮攻击化合物1的杂亚芳基官能团的碳而获得的。三唑三唑衍生物4是由2与丙二酸二乙酯的反应获得的。化合物2的硫脲单元与杂戊烯1环化，得到嗪6。的Benzolyation 2使用苯甲酰氯形成三唑衍生物，8。2的反应用马来酸酐和顺丁烯二酸酐得到呋喃噻嗪10。环己酮与2的环缩合反应得到环己嘧啶嘧啶硫酮12。在加热条件下，由2和异硫氰酸铵得到三唑14。2与溴乙酸乙酯的反应生成噻唑衍生物16。 [2 + 3]乙酰丙酮与2的环缩合得到吡唑18。Triazolotriazole，20，由福尔马林获得和2化合物2名患有分子内碱基介导的环化，得到吡唑，21。保持2和丙醛回流，得到三唑三唑24。琥珀酸将2酰化形成哒嗪衍生物27。
• Amino Acids. VI. Preparation and Chemistry of ι-Carbalkoxyalkyl Isothiocyanates
  作者：D. L. Garmaise、R. Schwartz、A. F. McKay

  DOI：10.1021/ja01546a035

  日期：1958.7
• 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：——