5-ethoxycarbonyl-6-methyl-4-(2-((phenylimino)methyleneamino)phenyl)-3,4-dihydropyrimidin-2(1H)-one | 1248635-33-7

• 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: 5-ethoxycarbonyl-6-methyl-4-(2-((phenylimino)methyleneamino)phenyl)-3,4-dihydropyrimidin-2(1H)-one
• CAS: 1248635-33-7
• 化学式: C₂₁H₂₀N₄O₃
• 分子量: 376.415
• InChiKey: NEPCDXRCIVYWMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-ethoxycarbonyl-6-methyl-4-(2-((phenylimino)methyleneamino)phenyl)-3,4-dihydropyrimidin-2(1H)-one 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以0.22 g的产率得到1-ethoxycarbonyl-6-phenylamino-2-methyl-3,11b-dihydro-4H-pyrimido[1,6-c]quinazolin-4-one
  参考文献：
  名称：

  New efficient synthesis of pyrimido[1,6-c]quinazolin-4-ones by a Biginelli 3CC/Staudinger/aza-Wittig sequence

  摘要：

  Dihydropyrimidinone azides 1, obtained from trimethylsilyl chloride-catalyzed Biginelli reaction of 2-azidobenzaldehyde, ethyl acetoacetate, and urea (or thiourea) at room temperature, reacted with triphenylphosphine to give iminophosphorane 2. A tandem aza-Wittig reaction of iminophosphorane 2 with isocyanate, acyl chloride or CS2 in the presence of K2CO3 or NEt3 generated pyrimido[1,6-c]quinazolin-4-ones 4, 6 or 8 in moderate to good yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.046
• 作为产物：
  描述：

  5-ethoxycarbonyl-6-methyl-4-(2-(triphenylphosphoranylideneamino)phenyl)-3,4-dihydropyrimidin-2(1H)-one 、 异氰酸苯酯 以 乙腈 为溶剂， 反应 2.0h， 以0.26 g的产率得到5-ethoxycarbonyl-6-methyl-4-(2-((phenylimino)methyleneamino)phenyl)-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  New efficient synthesis of pyrimido[1,6-c]quinazolin-4-ones by a Biginelli 3CC/Staudinger/aza-Wittig sequence

  摘要：

  Dihydropyrimidinone azides 1, obtained from trimethylsilyl chloride-catalyzed Biginelli reaction of 2-azidobenzaldehyde, ethyl acetoacetate, and urea (or thiourea) at room temperature, reacted with triphenylphosphine to give iminophosphorane 2. A tandem aza-Wittig reaction of iminophosphorane 2 with isocyanate, acyl chloride or CS2 in the presence of K2CO3 or NEt3 generated pyrimido[1,6-c]quinazolin-4-ones 4, 6 or 8 in moderate to good yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.046