3-phenyl-5-phenylmethylidene-2-(methylthio)imidazol-4-one | 78283-19-9

• 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: 3-phenyl-5-phenylmethylidene-2-(methylthio)imidazol-4-one
• 英文别名: 2-methylthio-5-phenylmethylene-3-phenyl-3,5-dihydro-4H-imidazol-4-one；5-benzylidene-2-methylsulfanyl-3-phenylimidazol-4-one
• CAS: 78283-19-9
• 化学式: C₁₇H₁₄N₂OS
• mdl: MFCD01848577
• 分子量: 294.377
• InChiKey: PBSGPWXEACCHLT-UHFFFAOYSA-N

物化性质

• 熔点：
  153-155 °C(Solv: dichloromethane (75-09-2); ligroine (8032-32-4))
• 沸点：
  444.3±48.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-phenyl-5-phenylmethylidene-2-(methylthio)imidazol-4-one 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以83%的产率得到5-bromo-5-[(bromo)benzyl]-2-methylthio-3-phenyl-3,5-dihydro-4H-imidazol-4-one
  参考文献：
  名称：

  合成5-溴（芳基）亚甲基取代的乙内酰脲的新方法

  摘要：

  It has been shown that bromination of 5-aryl-5-benzylidene-3,5-dihydro-4H-2-methylthioimidazol-4-one in methylene chloride at room temperature leads to the addition of bromine at the double bond, but the the reaction of 5-aryl-3,5-dihydro-4H-2-methylthio-5-(2-pyridylmethylene)imidazol-4-one gave complex compound of the starting materials. After boiling both of the compounds obtained in ethanol the corresponding 5-[bromo(aryl)methylene]imidazolidine-2,4-diones were obtained.

  DOI：

  10.1007/s10593-008-0167-5
• 作为产物：
  描述：

  5-benzylidene-3-phenyl-2-thiohydantoine 、 碘甲烷 在 potassium hydroxide 作用下， 生成 3-phenyl-5-phenylmethylidene-2-(methylthio)imidazol-4-one
  参考文献：
  名称：

  Synthesis and coordinating properties of 5-phenyl- and 5-pyridylmethylidene-substituted 2-selenohydantoines and 2-selenoimidazol-4-ones

  摘要：

  2-硒咪唑烷-4-酮和2-硒咪唑-4-酮在5号位置含有苯基或吡啶基亚甲基取代基。3-苄基-2-硒海因的结构通过X射线晶体学得到证实。一系列2-(甲基硒)咪唑-4-酮是通过3,5-二取代硒海因与甲基碘的烷基化反应得到的。合成的硒海因和3-苄基-5-吡啶基亚甲基-2-(甲基硒)咪唑-4-酮与CoCl2、NiCl2、CuCl2和CuI(CH3CN)4ClO4的络合反应进行了研究；电化学研究表明，含铜络合物的还原形式是稳定的

  DOI：

  10.1007/s11172-012-0161-z

文献信息

• Synthesis and coordinating properties of 5-phenyl- and 5-pyridylmethylidene-substituted 2-selenohydantoines and 2-selenoimidazol-4-ones
  作者：M. Yu. Steklov、A. N. Chernysheva、R. L. Antipin、A. G. Majouga、E. K. Beloglazkina、A. A. Moiseeva、E. D. Strel’tsova、N. V. Zyk

  DOI：10.1007/s11172-012-0161-z

  日期：2012.6

  2-Selenoimidazolidin-4-ones and 2-selenoimidazol-4-ones containing phenylor pyridylmethylidene substituent at position 5 were synthesized. The structure of 3-benzyl-2-selenohydantoine was confirmed by X-ray crystallography. A series of 2-(methylseleno)imidazol-4-ones was obtained by alkylation of 3,5-disubstituted selenohydantoines with methyl iodide. The synthesized selenohydantoines and 3-benzyl-5-pyridylmethylidene-2-(methylseleno)imidazol-4-ones were examined in the complexation reactions with CoCl2, NiCl2, CuCl2, and CuI(CH3CN)4ClO4; electrochemical investigations showed that reduced forms of the copper-containing complexes were stable

  2-硒咪唑烷-4-酮和2-硒咪唑-4-酮在5号位置含有苯基或吡啶基亚甲基取代基。3-苄基-2-硒海因的结构通过X射线晶体学得到证实。一系列2-(甲基硒)咪唑-4-酮是通过3,5-二取代硒海因与甲基碘的烷基化反应得到的。合成的硒海因和3-苄基-5-吡啶基亚甲基-2-(甲基硒)咪唑-4-酮与CoCl2、NiCl2、CuCl2和CuI(CH3CN)4ClO4的络合反应进行了研究；电化学研究表明，含铜络合物的还原形式是稳定的
• A new method for the synthesis of 5-bromo(aryl)methylene-substituted hydantoins
  作者：R. L. Antipin、E. K. Beloglazkina、A. G. Magouga、A. N. Chernysheva、N. V. Zyk

  DOI：10.1007/s10593-008-0167-5

  日期：2008.9

  It has been shown that bromination of 5-aryl-5-benzylidene-3,5-dihydro-4H-2-methylthioimidazol-4-one in methylene chloride at room temperature leads to the addition of bromine at the double bond, but the the reaction of 5-aryl-3,5-dihydro-4H-2-methylthio-5-(2-pyridylmethylene)imidazol-4-one gave complex compound of the starting materials. After boiling both of the compounds obtained in ethanol the corresponding 5-[bromo(aryl)methylene]imidazolidine-2,4-diones were obtained.