1,3-bis(2-(3-benzyl-2,3-dihydro-1-methyl-4-phenyl-2-thioxo-1H-imidazol-5-yl)phenyl)urea | 1198771-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(2-(3-benzyl-2,3-dihydro-1-methyl-4-phenyl-2-thioxo-1H-imidazol-5-yl)phenyl)urea
• CAS: 1198771-43-5
• 化学式: C₄₇H₄₀N₆OS₂
• 分子量: 769.006
• InChiKey: BLKVVJCPADCTPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.83
• 重原子数：
  56.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  60.85
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  3-benzyl-9b-hydroxy-1-methyl-3a-phenyl-1,2,3,3a-tetrahydro-2-thioxo-5H-imidazo[4,5-c]quinolin-4(9bH)-one 、 溶剂黄146 反应 1.5h， 以21%的产率得到4-(2-aminophenyl)-1-benzyl-3-methyl-5-phenyl-1H-imidazole-2(3H)-thione
  参考文献：
  名称：

  Synthesis of 2-thioxoimidazolines via reaction of 1-unsubstituted 3-aminoquinoline-2,4-diones with isothiocyanates

  摘要：

  3-Alkyl/aryl-3-amino-1H,3H-quinoline-2,4-diones react with alkyl/aryl isothiocyanates to give 3a-alkyl/aryl-1,2,3,3a-tetrahydro-9b-hydroxy-2-thioxo-5H-imidazo[4,5-c]quinolin-4(9bH)-ones in high yields. These compounds rearrange in boiling acetic acid or concd hydrochloric acid to give novel 4-(2-aminophenyl)-1H-imidazole-2(3H)-thiones, 1,3-bis(2-(2,3-dihydro-2-thioxo-1H-imidazol-5-yl)phenyl)ureas and minor N-(2-(2,3-dihydro-2-thioxo-1H-imidazol-4-yl)phenyl)acetamides. In the presence of ethanol, the starting compounds rearrange in boiling acetic acid to give ethyl 2-(2,3-dihydro-2-thioxo-1H-imidazol-4-yl)phenylcarbamates. All compounds were characterized by their H-1, C-13, IR and MS spectra and some of them also by N-15 NMR data. The structures of two compounds were supported by single-crystal X-ray diffraction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.048