2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-2-methoxyphenylaminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one | 431040-67-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-2-methoxyphenylaminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one
• 英文别名: 2-[N-2-methoxyphenyl-N-(4-methyl-2-oxo-2H-benzopyran-7-yloxyacetyl)aminomethylene]benzo[b]thiophen-3(2H)-one；N-(2-methoxyphenyl)-2-(4-methyl-2-oxochromen-7-yl)oxy-N-[(Z)-(3-oxo-1-benzothiophen-2-ylidene)methyl]acetamide
• CAS: 431040-67-4
• 化学式: C₂₈H₂₁NO₆S
• 分子量: 499.544
• InChiKey: VIYRQSIYFOPTBU-MYYYXRDXSA-N

物化性质

• 沸点：
  706.1±60.0 °C(Predicted)
• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.05
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-2-methoxyphenylaminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one 以 甲苯 为溶剂， 生成 (4-Methyl-2-oxo-2H-chromen-7-yloxy)-acetic acid 2-{[(E)-2-methoxy-phenylimino]-methyl}-benzo[b]thiophen-3-yl ester
  参考文献：
  名称：

  摘要：

  The acylation of ortho-substituted (R = OH, OMe, NHTs) 2-arylaminomethylene-2,3-dihydrobenzo[b]thiophen-3-ones with (4-methyl-2-oxobenzo[b]pyran-7-yloxy)acetyl chloride results in formation of the corresponding N-acyl enaminoketones. The same reaction with 2-(2-hydroxyphenylaminomethylene)-2,3-dihydrobenzo[b]thiophen-3-one gives rise to a tautomeric mixture of acyloxyphenyl and N-acyl enamino-ketone isomers. Irradiation at a wavelength corresponding to the absorption region of the N-acyl enamino-ketone isomer leads to NCO acyl group transfer to afford O-acylated isomer. The complex formation ability of all tautomeric forms with respect to Zn2+ and Ni2+ cations and their fluorescence properties were studied.

  DOI：

  10.1023/a:1013143924110
• 作为产物：
  描述：

  3-羟基-2-甲酰基苯并噻吩 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-2-methoxyphenylaminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one
  参考文献：
  名称：

  摘要：

  The acylation of ortho-substituted (R = OH, OMe, NHTs) 2-arylaminomethylene-2,3-dihydrobenzo[b]thiophen-3-ones with (4-methyl-2-oxobenzo[b]pyran-7-yloxy)acetyl chloride results in formation of the corresponding N-acyl enaminoketones. The same reaction with 2-(2-hydroxyphenylaminomethylene)-2,3-dihydrobenzo[b]thiophen-3-one gives rise to a tautomeric mixture of acyloxyphenyl and N-acyl enamino-ketone isomers. Irradiation at a wavelength corresponding to the absorption region of the N-acyl enamino-ketone isomer leads to NCO acyl group transfer to afford O-acylated isomer. The complex formation ability of all tautomeric forms with respect to Zn2+ and Ni2+ cations and their fluorescence properties were studied.

  DOI：

  10.1023/a:1013143924110