3-(4-imidazo[1,2-a]pyrimidin-2-ylphenyl)-2H-chromen-2-one | 1515876-49-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(4-imidazo[1,2-a]pyrimidin-2-ylphenyl)-2H-chromen-2-one
• 英文别名: 3-(4-Imidazo[1,2-a]pyrimidin-2-ylphenyl)-2h-chromen-2-one；3-(4-imidazo[1,2-a]pyrimidin-2-ylphenyl)chromen-2-one
• CAS: 1515876-49-9
• 化学式: C₂₁H₁₃N₃O₂
• 分子量: 339.353
• InChiKey: IWVSYAMJGXEUTI-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C
• 密度：
  1.34±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-acetylphenyldiazonium chloride 在 copper(II) choride dihydrate 、 溴 作用下， 以 乙醇 、 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 3.0h， 生成 3-(4-imidazo[1,2-a]pyrimidin-2-ylphenyl)-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of nitrogen heterocycles underlain by application of 3-(4-Acetyl[phenyl)-2H-coumarin

  摘要：

  3-(4-Acetylphenyl)-2H-chromen-2-one was obtained from 4-acetylphenyldiazonium chloride in the conditions of Meerwein reaction. Reactions of 3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one with pyridine, 4-methylpyridine, quinoline, benzo[f]quinoline, and triphenylphosphine afforded quaternary salts, and with thioacetamide, thiourea, 2-aminopyridine, 2-aminopyrimidine, and 6-aminopurine provided the corresponding derivatives of thiazole, imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-i]purine. In the reaction of the same bromo derivative with thiosemicarbazide and aromatic aldehydes a thiazole ring is built and the corresponding hydrazones are formed.

  DOI：

  10.1134/s1070428013110158

文献信息

• Synthesis of nitrogen heterocycles underlain by application of 3-(4-Acetyl[phenyl)-2H-coumarin
  作者：O. V. Skripskaya、N. O. Feilo、A. O. Neshchadin、O. V. Elenich、R. Z. Lytvyn、N. D. Obushak、P. I. Yagodinets

  DOI：10.1134/s1070428013110158

  日期：2013.11

  3-(4-Acetylphenyl)-2H-chromen-2-one was obtained from 4-acetylphenyldiazonium chloride in the conditions of Meerwein reaction. Reactions of 3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one with pyridine, 4-methylpyridine, quinoline, benzo[f]quinoline, and triphenylphosphine afforded quaternary salts, and with thioacetamide, thiourea, 2-aminopyridine, 2-aminopyrimidine, and 6-aminopurine provided the corresponding derivatives of thiazole, imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-i]purine. In the reaction of the same bromo derivative with thiosemicarbazide and aromatic aldehydes a thiazole ring is built and the corresponding hydrazones are formed.