1-ethoxycarbonyl-2-methyl-6-(4-nitrophenyl)-3-phenyl-3,11b-dihydro-4H-pyrimido[1,6-c]quinazoline-4-thione | 1248635-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-ethoxycarbonyl-2-methyl-6-(4-nitrophenyl)-3-phenyl-3,11b-dihydro-4H-pyrimido[1,6-c]quinazoline-4-thione
• CAS: 1248635-98-4
• 化学式: C₂₇H₂₂N₄O₄S
• 分子量: 498.562
• InChiKey: IBQPCFOYAXNTLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  88.28
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5-ethoxycarbonyl-6-methyl-1-phenyl-4-(2-(triphenylphosphoranylideneamino)phenyl)-3,4-dihydropyrimidine-2(1H)-thione 、 4-硝基苯甲酰氯 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以90%的产率得到1-ethoxycarbonyl-2-methyl-6-(4-nitrophenyl)-3-phenyl-3,11b-dihydro-4H-pyrimido[1,6-c]quinazoline-4-thione
  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

文献信息

• New efficient synthesis of pyrimido[1,6-c]quinazolin-4-ones by a Biginelli 3CC/Staudinger/aza-Wittig sequence
  作者：Wen-Jing Li、Shuai Liu、Ping He、Ming-Wu Ding

  DOI：10.1016/j.tet.2010.08.046

  日期：2010.10

  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.