5,7-dimethyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidin]-2-one | 1526924-25-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,7-dimethyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidin]-2-one
• CAS: 1526924-25-3
• 化学式: C₁₁H₁₂N₄OS
• 分子量: 248.308
• InChiKey: MVVQRPZHORRDHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.39
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  65.19
• 氢给体数：
  4.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  5,7-二甲基靛红 、 氨基硫脲 在 C₁₀H₁₆NO₄S⁽¹⁺⁾*HO₄S^(1-) 作用下， 以 水 为溶剂， 反应 0.2h， 以82%的产率得到5,7-dimethyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidin]-2-one
  参考文献：
  名称：

  Novel task-specific ionic liquid for room temperature synthesis of spiro-1,2,4-triazolidine-3-thiones

  摘要：

  AbstractAn efficient, novel, task-specific ionic liquid, [2-hydroxymethylpyridinium butanesulfonic acid]HSO4 has been designed for the rapid synthesis of spiro-1,2,4-triazolidine-3-thiones from isatins and thiosemicarbazides in water as an universal solvent at room temperature. The hydroxymethyl functionality tethered to pyridinium nucleus facilitates the reaction in water. This is the first method

  DOI：

  10.1007/s00706-016-1740-8

文献信息

• The unprecedented synthesis of novel spiro-1,2,4-triazolidinones
  作者：Dattaprasad M. Pore、Pravin G. Hegade、Mansing M. Mane、Jayavant D. Patil

  DOI：10.1039/c3ra44641g

  日期：——

  Glycine nitrate mediated an environmentally benign, simple method which is reported for synthesis of novel spiro-1,2,4-triazolidinones from isatin and semicarbazide/thiosemicarbazide in water with excellent yields. Unexpected formation of novel spiro-1,2,4-triazolidinones instead of [1,2,4]-triazino derivatives is observed. Moreover, the method is applicable for a variety of isatins. Rapid eco-friendly

  硝酸甘氨酸介导了一种对环境无害的简单方法，据报道，该方法可在水中由靛红和氨基脲/硫代氨基脲合成新的螺1,2,4-三唑啉酮。观察到意外的形成新的螺-1,2,4-三唑烷酮而不是[1,2,4]-三嗪衍生物的形成。而且，该方法适用于多种伊斯兰染色。快速，环保的反应具有高收率，易于后处理的步骤以及产物的分离，出色的催化剂可回收性，高原子经济性和新颖性是该方案的辅助优势。
• Catalyst-free glycerol-mediated green synthesis of 5′-thioxospiro[indoline-3,3′-[1,2,4]triazolidin]-2-ones/spiro[indoline-3,3′-[1,2,4]triazolidine]-2,5′-diones
  作者：Jyoti Tiwari、Mohammad Saquib、Swastika Singh、Fatima Tufail、Jaya Singh、Jagdamba Singh

  DOI：10.1080/00397911.2017.1359844

  日期：2017.11.2

  The development of new catalyst-free green and efficient protocol to access 5-thioxospiro[indoline-3,3-[1,2,4]triazolidin]-2-ones/spiro[indoline-3,3-[1,2,4]triazolidine]-2,5-diones, potential privileged scaffolds for drug discovery, is disclosed. Key feature of this methodology is the dual use of glycerola recyclable, bioorganic compound, as a solvent cum promoter. Other highlights include use of inexpensive reagents, mild reaction conditions, operational simplicity, short reaction time, no need for chromatographic purification, and high yields.