(4S*,5S*)-4,5-dihydroxy-1-phenylimidazolidine-2-thione

• 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: (4S*,5S*)-4,5-dihydroxy-1-phenylimidazolidine-2-thione
• 英文别名: (4R,5R)-4,5-dihydroxy-1-phenylimidazolidine-2-thione
• 化学式: C₉H₁₀N₂O₂S
• 分子量: 210.257
• InChiKey: FIQRVISCOFLUSO-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.8
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S*,5S*)-4,5-dihydroxy-1-phenylimidazolidine-2-thione 、 potassium thioacyanate 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.5h， 以60%的产率得到(3aR*,6aS*)-1-phenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dithione
  参考文献：
  名称：

  New access to thioglycolurils by condensation of 4,5-dihydroxyimidazolidin-2-ones(thiones) with HSCN

  摘要：

  A general and highly effective protocol for the direct synthesis of mono- and dithioglycolurils containing various substituents at the 1,3-nitrogen atoms has been developed based on the condensation of easily accessible dihydroxyimidazolidin-2-ones with HSCN under mild reactions conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.071
• 作为产物：
  描述：

  草酸醛 、 苯基硫脲 以 水 、 异丙醇 为溶剂， 反应 1.0h， 生成 (4S*,5S*)-4,5-dihydroxy-1-phenylimidazolidine-2-thione 、 (4S*,5R*)-4,5-dihydroxy-1-phenylimidazolidine-2-thione
  参考文献：
  名称：

  New access to thioglycolurils by condensation of 4,5-dihydroxyimidazolidin-2-ones(thiones) with HSCN

  摘要：

  A general and highly effective protocol for the direct synthesis of mono- and dithioglycolurils containing various substituents at the 1,3-nitrogen atoms has been developed based on the condensation of easily accessible dihydroxyimidazolidin-2-ones with HSCN under mild reactions conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.071

文献信息

• New access to thioglycolurils by condensation of 4,5-dihydroxyimidazolidin-2-ones(thiones) with HSCN
  作者：Vladimir V. Baranov、Yulia V. Nelyubina、Angelina N. Kravchenko、Natalya G. Kolotyrkina、Ksenia A. Biriukova

  DOI：10.1016/j.tetlet.2015.09.071

  日期：2015.10

  A general and highly effective protocol for the direct synthesis of mono- and dithioglycolurils containing various substituents at the 1,3-nitrogen atoms has been developed based on the condensation of easily accessible dihydroxyimidazolidin-2-ones with HSCN under mild reactions conditions. (C) 2015 Elsevier Ltd. All rights reserved.