5-[Bis(methylsulfanyl)methylidene]-3-phenyl-2-sulfanylideneimidazolidin-4-one | 479355-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-[Bis(methylsulfanyl)methylidene]-3-phenyl-2-sulfanylideneimidazolidin-4-one
• CAS: 479355-35-6
• 化学式: C₁₂H₁₂N₂OS₃
• 分子量: 296.438
• InChiKey: VNTVMGLYUNGURI-UHFFFAOYSA-N

物化性质

• 熔点：
  202 °C(Solv: ethanol (64-17-5))
• 沸点：
  368.2±52.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[Bis(methylsulfanyl)methylidene]-3-phenyl-2-sulfanylideneimidazolidin-4-one 在 哌啶 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以64%的产率得到3-Methylsulfanyl-6-phenyl-1,4-dihydroimidazo[4,5-c]pyrazole-5-thione
  参考文献：
  名称：

  NOVEL 2-THIOXOHYDANTOIN KETENE DITHIOACETALS: VERSATILE INTERMEDIATES FOR SYNTHESIS OF METHYLSULFANYLIMIDAZO- [4,5-C]PYRAZOLES AND METHYLSULFANYLPYRROLO- [1,2-C]IMIDAZOLES

  摘要：

  The novel 2-thioxohydantoin ketene S,S-acetals 3a,b were prepared by the reaction of 2-thioxohydantoins 1a,b with carbon disulfide, followed by alkylation with methyl iodide of the produced sodium dithiolate salts 2a,b. The reaction of compounds 3a,b with nucleophiles afforded different fused methylsulfanylimidazoles.

  DOI：

  10.1081/scc-120005435
• 作为产物：
  描述：

  、 碘甲烷 以 甲醇 为溶剂， 反应 0.17h， 以85.34%的产率得到5-[Bis(methylsulfanyl)methylidene]-3-phenyl-2-sulfanylideneimidazolidin-4-one
  参考文献：
  名称：

  NOVEL 2-THIOXOHYDANTOIN KETENE DITHIOACETALS: VERSATILE INTERMEDIATES FOR SYNTHESIS OF METHYLSULFANYLIMIDAZO- [4,5-C]PYRAZOLES AND METHYLSULFANYLPYRROLO- [1,2-C]IMIDAZOLES

  摘要：

  The novel 2-thioxohydantoin ketene S,S-acetals 3a,b were prepared by the reaction of 2-thioxohydantoins 1a,b with carbon disulfide, followed by alkylation with methyl iodide of the produced sodium dithiolate salts 2a,b. The reaction of compounds 3a,b with nucleophiles afforded different fused methylsulfanylimidazoles.

  DOI：

  10.1081/scc-120005435

文献信息

• Novel Mercaptopurine and Thioguanine Analogues: The Reaction of Dimethyl <i>N</i>‐Cyanodithioiminocarbonate with Oxo‐ and Amino‐diazoles
  作者：Siham Y. Alqaradawi、Galal H. Elgemeie

  DOI：10.1081/scc-120028352

  日期：2004.12.31

  A novel and efficient method for the synthesis of a new variety of methylsulfanyl derivatives of azoloazines and azoloazoles by the reaction of dimethyl N-cyanodithioiminocarbonate with diazoles containing oxo-and amino functions. The synthetic potential of the method is demonstrated.