methyl 6H-azepino<2,1-b>quinazolin-12-one-3-carboxylate | 134050-85-4

• 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: methyl 6H-azepino<2,1-b>quinazolin-12-one-3-carboxylate
• 英文别名: methyl 12-oxo-6H-azepino[2,1-b]quinazoline-3-carboxylate
• CAS: 134050-85-4
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: DCDVCUQKVDWALP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  61.19
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 、 2-氨基对苯二甲酸二甲酯 以 四氢呋喃 、 水 为溶剂， 反应 15.0h， 以52%的产率得到methyl 6H-azepino<2,1-b>quinazolin-12-one-3-carboxylate
  参考文献：
  名称：

  3H-azepines and related systems. Part 4. Preparation of 3H-azepin-2-ones and 6H-azepino[2,1-b]quinazolin-12-ones by photo-induced ring expansions of aryl azides

  摘要：

  Photolysis of a series of p-substituted phenyl azides (p-X-C6H4N3; X = CO2Me, CO2Et, CN, CF3, SO2NH2, CO2CHPh2, COMe, CHO, and NO2) in 1:1 (nu/nu) THF-water solution produces, in the majority of cases, a 5-substituted-3H-azepine-2-one. In a like manner, 3H-azepin-2-one-3-carboxylates can be prepared from 5-substituted-2-azidobenzoates, providing the 5-substituent is electron-withdrawing.3H-Azepin-2-one mono- and di-carboxylic acids, the former in admixture with decarboxylated material, and 6H-azepino[2,1-b]quinazolin-12-ones, are obtained by irradiation of 2-azidobenzoic acid and of 5-azidoisophthalic acid, respectively. The mode of formation of the azepino-quinazolinones is discussed.

  DOI：

  10.1016/s0040-4020(01)96138-1