6-(4-Methylphenyl)-1,7a-diphenyl-5,7-dihydroimidazo[1,5-b][1,2,4]oxadiazol-2-one | 190076-46-1

• 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: 6-(4-Methylphenyl)-1,7a-diphenyl-5,7-dihydroimidazo[1,5-b][1,2,4]oxadiazol-2-one
• CAS: 190076-46-1
• 化学式: C₂₃H₂₁N₃O₂
• 分子量: 371.439
• InChiKey: STWMQDGFMHHRAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(4-Methylphenyl)-1,7a-diphenyl-5,7-dihydroimidazo[1,5-b][1,2,4]oxadiazol-2-one 165.0 ℃ 、173.32 kPa 条件下， 反应 0.33h， 以97%的产率得到4-phenyl-1-(p-tolyl)-2,5-dihydro-1H-imidazole 3-oxide
  参考文献：
  名称：

  Regio and diastereoselective addition of imidazoline 3-oxides to aryl isocyanates

  摘要：

  Delta(3)-Imidazoline 3-oxides 1 underwent regio and diastereoselective cycloaddition with aryl isocyanates 2 to give 5,6,7,7a-tetrahydroimidazo[1,5-(b) under bar][1,2,4]oxadiazol-2(1 (H) under bar)-ones 3 in excellent yields. Thermally and chemically induced retro cycloaddition of compounds 3 was demonstrated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00876-4
• 作为产物：
  描述：

  1-(2-Methoxyphenyl)-6-(4-methylphenyl)-7a-phenyl-5,7-dihydroimidazo[1,5-b][1,2,4]oxadiazol-2-one 以 乙腈 为溶剂， 160.0 ℃ 、173.32 kPa 条件下， 反应 2.75h， 生成 6-(4-Methylphenyl)-1,7a-diphenyl-5,7-dihydroimidazo[1,5-b][1,2,4]oxadiazol-2-one
  参考文献：
  名称：

  Regio and diastereoselective addition of imidazoline 3-oxides to aryl isocyanates

  摘要：

  Delta(3)-Imidazoline 3-oxides 1 underwent regio and diastereoselective cycloaddition with aryl isocyanates 2 to give 5,6,7,7a-tetrahydroimidazo[1,5-(b) under bar][1,2,4]oxadiazol-2(1 (H) under bar)-ones 3 in excellent yields. Thermally and chemically induced retro cycloaddition of compounds 3 was demonstrated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00876-4

文献信息

• Beckmann Fragmentation of Diphenylcarbamoylated N-Aryldiphenacylamine Dioximes. New Method for the Synthesis of Imidazooxadiazolones
  作者：Necdet Coşkun、Fatma Tirli Tat、Özden Özel Güven

  DOI：10.1080/00397919908085909

  日期：1999.11

  N-Aryl-N,N-diphenacylamine dioximes were prepared by the reaction of corresponding arylamines with alpha-bromoacetophenone oxime in ethanol-water at room temperature. These compounds reacted with aryl isocyanates in acetonitrile to give imidazooxadiazolones 9. The probable mechanism of the reaction is discussed.
• Regio and diastereoselective addition of imidazoline 3-oxides to aryl isocyanates
  作者：Necdet Coşkun

  DOI：10.1016/s0040-4039(97)00297-9

  日期：1997.3

  Delta(3)-imidazoline 3-oxides 1 underwent regio and diastereoselective cycloaddition with aryl isocyanates 2 to give 5,6,7.7a-tetrahydroimidazo[1.5-(b) over bar][1.2.4]oxadiazol-2(<1(H)over bar>)-ones 3 in excellent yields. Thermally and chemically induced retro cycloaddition of compounds 3 was demonstrated. (C) 1997 Elsevier Science Ltd.