(5E)-1,3-dibutyl-5-butylidene-1'-methylspiro[imidazolidine-4,3'-[3H]indole]-2,2'(1'H)-dione | 1161924-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (5E)-1,3-dibutyl-5-butylidene-1'-methylspiro[imidazolidine-4,3'-[3H]indole]-2,2'(1'H)-dione
• CAS: 1161924-83-9
• 化学式: C₂₃H₃₃N₃O₂
• 分子量: 383.534
• InChiKey: PYKYEYHHIMHHHK-HMMYKYKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.86
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,3,3a-tributyl-3,3a,5,9b-tetrahydro-9b-hydroxy-5-methyl-1H-imidazo[4,5-c]quinoline-2,4-dione 在 溶剂黄146 作用下， 反应 2.0h， 以79%的产率得到(5E)-1,3-dibutyl-5-butylidene-1'-methylspiro[imidazolidine-4,3'-[3H]indole]-2,2'(1'H)-dione
  参考文献：
  名称：

  9b-羟基-1 H-咪唑并[4,5 - c ]喹啉-2,4-二酮的分子重排–螺旋连接的咪唑烷-辛醇衍生物的便捷途径

  摘要：

  Abstractmagnified imageThe 1‐substituted 3‐alkyl/aryl‐3‐aminoquinoline‐2,4(1H,3H)‐diones 1 react with alkyl/aryl isocyanates to give novel 3‐alkyl/aryl‐3‐ureidoquinoline‐2,4(1H,3H)‐diones (=N‐(3‐alkyl/aryl‐1,2,3,4‐tetrahydro‐2,4‐dioxoquinolin‐3‐yl)ureas) 2 and/or 3a‐alkyl/aryl‐3,3a,5,9b‐tetrahydro‐9b‐hydroxy‐1H‐imidazo[4,5‐c]quinoline‐2,4‐diones 3 in high yields. Compounds 2 and 3 rearrange by boiling in AcOH or concentrated HCl solution to give three different types of spiro[imidazolidine‐4,3′‐[3H]indole]‐2,2′(1′H)‐diones, i.e., 10, 11, and 12, depending on the kind of substituents at C(3) and C(3a), respectively. All compounds were characterized by 1H‐ and 13C‐NMR and IR spectroscopy as well as by atmospheric‐pressure chemical‐ionization (APCI) mass spectra. The structures of compounds 11c and 12Al were investigated by single‐crystal X‐ray diffraction analysis.

  DOI：

  10.1002/hlca.200800338