4-dimethylaminobenzaldehyde {4-[4-(2-oxo-2H-chromen-3-yl)phenyl]thiazole-2-yl}hydrazone | 1515876-53-5

• 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: 4-dimethylaminobenzaldehyde {4-[4-(2-oxo-2H-chromen-3-yl)phenyl]thiazole-2-yl}hydrazone
• 英文别名: 4-Dimethylaminobenzaldehyde {4-[4-(2-oxo-2h-chromen-3-yl)phenyl]thiazole-2-yl}hydrazone；3-[4-[2-[2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1,3-thiazol-4-yl]phenyl]chromen-2-one
• CAS: 1515876-53-5
• 化学式: C₂₇H₂₂N₄O₂S
• 分子量: 466.563
• InChiKey: ZWVNKSOYMUDONH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  95.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one 以 乙醇 为溶剂， 反应 0.42h， 生成 4-dimethylaminobenzaldehyde {4-[4-(2-oxo-2H-chromen-3-yl)phenyl]thiazole-2-yl}hydrazone
  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.