3-benzoyl-5-methyl-4-oxo-4,5-dihydro-3H-[1,2,4]triazino[1,6-a]-10-benzimidazolium-2-thiolate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-benzoyl-5-methyl-4-oxo-4,5-dihydro-3H-[1,2,4]triazino[1,6-a]-10-benzimidazolium-2-thiolate
• 英文别名: 3-Benzoyl-5-methyl-4-oxo-[1,2,4]triazino[1,6-a]benzimidazol-5-ium-2-thiolate
• 化学式: C₁₇H₁₂N₄O₂S
• 分子量: 336.374
• InChiKey: INSWVUKIXUIFAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-ethoxycarbonyl-1-methylbenzimidazole 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 22.0h， 生成 3-benzoyl-5-methyl-4-oxo-4,5-dihydro-3H-[1,2,4]triazino[1,6-a]-10-benzimidazolium-2-thiolate
  参考文献：
  名称：

  1,4- and 1,3-Dipolar Reactivity of α-Alkoxycarbonylcycloimmonium N-Aminides with Dipolarophiles:  Synthesis of New Imidazo[2,1-f][1,2,4]triazinium Inner Salts

  摘要：

  2-Alkoxycarbonylazolium N-aminides are interesting species, as they have the potential to act as efficient 1,4-dipole equivalents when they react with heterocumulenes, such as iso(thio)cyanates and carbodiimides. These reactions give heterobetaines containing the imidazo[2,1-f][1,2,4]-triazinium system, in a formal [4 + 2] cyclocondensation process. These N-aminides, however, can also behave as 1,3-dipoles when they react with isocyanates to afford a cycloadduct that, depending on the position of alkoxycarbonyl group, can undergo a reversion process or a ring expansion to the more stable heterobetaine system.

  DOI：

  10.1021/jo015983c

文献信息

• 1,4- and 1,3-Dipolar Reactivity of α-Alkoxycarbonylcycloimmonium <i>N</i>-Aminides with Dipolarophiles:  Synthesis of New Imidazo[2,1-<i>f</i>][1,2,4]triazinium Inner Salts
  作者：Jesús Valenciano、Esmeralda Sánchez-Pavón、Ana M. Cuadro、Juan J. Vaquero、Julio Alvarez-Builla

  DOI：10.1021/jo015983c

  日期：2001.12.1

  2-Alkoxycarbonylazolium N-aminides are interesting species, as they have the potential to act as efficient 1,4-dipole equivalents when they react with heterocumulenes, such as iso(thio)cyanates and carbodiimides. These reactions give heterobetaines containing the imidazo[2,1-f][1,2,4]-triazinium system, in a formal [4 + 2] cyclocondensation process. These N-aminides, however, can also behave as 1,3-dipoles when they react with isocyanates to afford a cycloadduct that, depending on the position of alkoxycarbonyl group, can undergo a reversion process or a ring expansion to the more stable heterobetaine system.