4,5-dihydroxy-1,3-diethyl-4,5-diphenylimidazolidine-2-thione | 924851-22-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4,5-dihydroxy-1,3-diethyl-4,5-diphenylimidazolidine-2-thione
• 英文别名: 1,3-Diethyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thione
• CAS: 924851-22-9
• 化学式: C₁₉H₂₂N₂O₂S
• mdl: MFCD09064403
• 分子量: 342.462
• InChiKey: TUGADDPGZAPKDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  79
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dihydroxy-1,3-diethyl-4,5-diphenylimidazolidine-2-thione 、 potassium thioacyanate 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以80%的产率得到4,6-diethyl-3a,6a-diphenyltetrahydro-2H-imidazo[4,5-d]oxazole-2,5(3H)-dithione
  参考文献：
  名称：

  Synthesis of new ring-fused thiocarbamates by condensation of 2-thioxo-and 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN

  摘要：

  Reaction of 2-thioxo or 2-oxo-1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidines with KSCN in acidified MeOH affords 4,6-dialkyl-3a,6a-diphenyltetrahydro-2H-imidazo[4,5-d]oxazole-2,5(3H)-dithiones or 4,6-dimethyl-3a,6a-diphenyl-2-thioxotetrahydro-2H-imidazo[4,5-d]oxazol-5(3H)-one, whose structure was proved by X-ray diffraction.

  DOI：

  10.1016/j.mencom.2014.03.014
• 作为产物：
  描述：

  联苯甲酰 、 1,3-二乙基硫脲 在 sodium hydroxide 作用下， 反应 0.03h， 以85%的产率得到4,5-dihydroxy-1,3-diethyl-4,5-diphenylimidazolidine-2-thione
  参考文献：
  名称：

  4,5-二羟基-1,3-二烷基-4,5-二芳基咪唑烷-2-硫酮和硫乙内酰脲的微波辅助固相合成

  摘要：

  摘要 4,5-二羟基-1,3-二烷基-4,5-二芳基咪唑烷-2-硫酮由苄基衍生物与硫脲衍生物在固相中以1:1的加成反应得到，收率良好。这些化合物经历平稳的重排，然后发生氢转移，以极好的收率生产乙内酰脲。

  DOI：

  10.1080/00397911.2010.503000

文献信息

• α-Thioureidoalkylation of functionally substituted ureas: II. Synthesis of thio analogs of N-hydroxyalkyl-1,5-diphenylglycolurils
  作者：G. A. Gazieva、V. V. Baranov、A. N. Kravchenko、N. N. Makhova

  DOI：10.1134/s1070428011100216

  日期：2011.10

  Reactions of N-(hydroxyalkyl)ureas with 4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones gave previously unknown 4,6-dialkyl-1-hydroxyalkyl-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-2-ones which may be regarded as thio analogs of N-(hydroxyalkyl)glycolurils.
• α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols
  作者：V. V. Baranov、G. A. Gazieva、Yu. V. Nelyubina、A. N. Kravchenko、N. N. Makhova

  DOI：10.1134/s1070428011100204

  日期：2011.10

  Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in methanol or propan-2-ol led to the formation of previously unknown omega-(4,6-dialkyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate showed anxiolytic effect.