8-(4-Bromo-phenyl)-4-methyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 8-(4-Bromo-phenyl)-4-methyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione
• 英文别名: 8-(4-bromophenyl)-4-methyl-8,9-dihydropyrano[2,3-f]chromene-2,10-dione
• 化学式: C₁₉H₁₃BrO₄
• 分子量: 385.214
• InChiKey: GUHQXZPDNPRRCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 8-(4-Bromo-phenyl)-4-methyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 在 三氯氧磷 作用下， 反应 0.08h， 以82%的产率得到8-(4-bromophenyl)-10-chloro-4-methyl-2-oxo-2,8-dihydropyrano[2,3-f]chromene-9-carbaldehyde
  参考文献：
  名称：

  Microwave-assisted synthesis of 8-aryl-10-chloro-4-methyl-2-oxo-2,8-dihydropyrano[2,3-f]chromene-9-carbaldehydes and their antimicrobial activity

  摘要：

  A series of new coumarin-chromene hybrids have been synthesized by conventional and microwave irradiation methods from 8-aryl-4-methyl-8,9-dihydropyrano[2,3-f]chromene-2,10-diones using the Vilsmeier-Haack reagent. All the synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS, and elemental analyses and were screened for antibacterial and antifungal activity. Among the compounds tested, methoxy-substituted pyranochromenones revealed the best antimicrobial profile.

  DOI：

  10.1134/s1070363214110322
• 作为产物：
  描述：

  8-乙酰基-7-羟基-4-甲基-2H-1-苯并吡喃-2-酮 、 对溴苯甲醛 在 哌啶 作用下， 生成 8-(4-Bromo-phenyl)-4-methyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione
  参考文献：
  名称：

  Microwave-assisted synthesis of 8-aryl-10-chloro-4-methyl-2-oxo-2,8-dihydropyrano[2,3-f]chromene-9-carbaldehydes and their antimicrobial activity

  摘要：

  A series of new coumarin-chromene hybrids have been synthesized by conventional and microwave irradiation methods from 8-aryl-4-methyl-8,9-dihydropyrano[2,3-f]chromene-2,10-diones using the Vilsmeier-Haack reagent. All the synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS, and elemental analyses and were screened for antibacterial and antifungal activity. Among the compounds tested, methoxy-substituted pyranochromenones revealed the best antimicrobial profile.

  DOI：

  10.1134/s1070363214110322

文献信息

• Khan, M. S. Y.; Sharma, Poonam, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 3, p. 374 - 376
  作者：Khan, M. S. Y.、Sharma, Poonam

  DOI：——

  日期：——
• Microwave-assisted synthesis of 8-aryl-10-chloro-4-methyl-2-oxo-2,8-dihydropyrano[2,3-f]chromene-9-carbaldehydes and their antimicrobial activity
  作者：D. Ashok、B. Vijaya Lakshmi、Arram Ganesh、S. Ravi、S. Adam、S. D. S. Murthy

  DOI：10.1134/s1070363214110322

  日期：2014.11

  A series of new coumarin-chromene hybrids have been synthesized by conventional and microwave irradiation methods from 8-aryl-4-methyl-8,9-dihydropyrano[2,3-f]chromene-2,10-diones using the Vilsmeier-Haack reagent. All the synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS, and elemental analyses and were screened for antibacterial and antifungal activity. Among the compounds tested, methoxy-substituted pyranochromenones revealed the best antimicrobial profile.