2-(5-acetoacetyl-2-furyl)benzothiazole | 1167425-04-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(5-acetoacetyl-2-furyl)benzothiazole
• 英文别名: 1-[5-(1,3-benzothiazol-2-yl)furan-2-yl]butane-1,3-dione
• CAS: 1167425-04-8
• 化学式: C₁₅H₁₁NO₃S
• 分子量: 285.323
• InChiKey: RWBVHDSBTUHRJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  88.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-呋喃基)-苯并噻唑 、 乙酸酐 在 PPA 作用下， 反应 16.0h， 以54%的产率得到2-(5-acetoacetyl-2-furyl)benzothiazole
  参考文献：
  名称：

  2-（2-呋喃基）苯并噻唑的合成及性质

  摘要：

  The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur at position 5 of the furan ring. Only nitration in PPA gave the 5',6-dinitro derivative. Quantum-chemical calculation data for the electron density distribution in the neutral and protonated 2-(2-furyl)benzothiazole molecules are given.

  DOI：

  10.1007/s10593-008-0156-8

文献信息

• New fluorescent 2-(5-acetoacetyl-2-furyl)-benzazoles with prochiral methylene group protons
  作者：A. A. Aleksandrov、M. M. Elchaninov、N. I. Makarova、B. S. Lukyanov

  DOI：10.1007/s10593-011-0820-2

  日期：2011.9

  New fluorescent benzazoles containing prochiral protons in the methylene group have been synthesized. Their spectral-absorption and fluorescent properties have been investigated. Quantum yields of fluorescence were 0.39-0.55. The long-wave absorption band and the emission band in the spectra of the obtained acetoacetyl furylbenzazole derivatives are caused by electronic transition with charge transfer between the benzazole and acetoacetylfuryl fragments.