3-(ethoxycarbonyl)-4-methyl-1,2,4-thiadiazoline-5-thione | 133523-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(ethoxycarbonyl)-4-methyl-1,2,4-thiadiazoline-5-thione
• 英文别名: ethyl 4-methyl-5-sulfanylidene-1,2,4-thiadiazole-3-carboxylate
• CAS: 133523-52-1
• 化学式: C₆H₈N₂O₂S₂
• 分子量: 204.274
• InChiKey: LXRPIKNQKROCJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-methyl-5-methylamino-3-thio-1,2,4-dithiazolidine 、 氰基甲酸乙酯 以 甲苯 为溶剂， 反应 120.0h， 以63%的产率得到3-(ethoxycarbonyl)-4-methyl-1,2,4-thiadiazoline-5-thione
  参考文献：
  名称：

  Cycloaddition-elimination reactions of Freund's "methyl isothiocyanate sulfide" with electrophilic nitriles

  摘要：

  The 1,2,4-dithiazolidine 1 and the 1,2,4-thiadiazolidine 2 are interconvertible in the presence of electrophilic nitriles and furnish 1,2,4-thiadiazoline-5-thiones 7 as final products. A mechanistic rationalization involving consecutive cycloaddition-elimination reactions via hypervalent sulfur intermediates is proposed.

  DOI：

  10.1021/jo00010a018

文献信息

• Cycloaddition-elimination reactions of Freund's "methyl isothiocyanate sulfide" with electrophilic nitriles
  作者：Gerrit L'abbe、Anna Vandendriessche、Ingrid Sannen

  DOI：10.1021/jo00010a018

  日期：1991.5

  The 1,2,4-dithiazolidine 1 and the 1,2,4-thiadiazolidine 2 are interconvertible in the presence of electrophilic nitriles and furnish 1,2,4-thiadiazoline-5-thiones 7 as final products. A mechanistic rationalization involving consecutive cycloaddition-elimination reactions via hypervalent sulfur intermediates is proposed.