3-(3-nitrophenyl)-1-(benzofuran-2-yl)-2-propen-1-one | 1092070-14-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(3-nitrophenyl)-1-(benzofuran-2-yl)-2-propen-1-one
• 英文别名: (2E)-1-(1-benzofuran-2-yl)-3-(3-nitrophenyl)prop-2-en-1-one；(E)-1-(1-benzofuran-2-yl)-3-(3-nitrophenyl)prop-2-en-1-one
• CAS: 1092070-14-8
• 化学式: C₁₇H₁₁NO₄
• 分子量: 293.279
• InChiKey: LVFQHTGZZRBKAE-CMDGGOBGSA-N

物化性质

• 熔点：
  189 °C(Solv: N,N-dimethylformamide (68-12-2); ethanol (64-17-5))
• 沸点：
  472.9±45.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(hydrazinocarbonylmethyl)-6H-indolo[2,3-b]quinoxaline 、 3-(3-nitrophenyl)-1-(benzofuran-2-yl)-2-propen-1-one 以 溶剂黄146 为溶剂， 反应 0.42h， 以98%的产率得到1-[5-(1-Benzofuran-2-yl)-3-(3-nitrophenyl)-3,4-dihydropyrazol-2-yl]-2-indolo[3,2-b]quinoxalin-6-ylethanone
  参考文献：
  名称：

  Microwave assisted synthesis of new indophenazine 1,3,5-trisubstruted pyrazoline derivatives of benzofuran and their antimicrobial activity

  摘要：

  2-[1-(5,8-Dihydro quinoxalino[2,3-b]indoloacetyl)-3-(1-benzofuran-2-yl)-4,5-dihydro-1H-pyrazol-5-yl] phenyl derivatives were synthesized from 2-(5,8-dihydro quinoxalino[2,3-b]indol-5-yl) acetohydrazide and (2E)-1-(1-benzofuran-2-yl)-4-phenylbut-2-en-1-ones derivatives using microwave-assisted route. The structures of all the compounds have been established on the basis of analytical and spectral data. Among the 14 compounds IPB-1, IPB-5, IPB-10, IPB-11 and IPB-12 were found good antibacterial activity and MICs were found bellow 10 mu g/mL against Escherichia coli, Pseudomonas aeruginosa and Streptococcus aureus, which can compared with sparfloxacin and norfloxacin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.161
• 作为产物：
  描述：

  2-乙酰基苯并呋喃 、 间硝基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以52%的产率得到3-(3-nitrophenyl)-1-(benzofuran-2-yl)-2-propen-1-one
  参考文献：
  名称：

  3-(Substituted Aryl)-1-(benzofuran-2-yl)-2-propenones, Part 1: Synthesis and Characterization of Some Novel Chalcones

  摘要：

  Synthesis and characterization of some novel chalcones by condensation of 2-acetylbenzofurane and various aromatic aldehydes is described.

  DOI：

  10.1080/00397910802178997

文献信息

• 3-(Substituted Aryl)-1-(benzofuran-2-yl)-2-propenones, Part 1: Synthesis and Characterization of Some Novel Chalcones
  作者：Demet Coşkun、Misir Ahmedzade

  DOI：10.1080/00397910802178997

  日期：2008.10.22

  Synthesis and characterization of some novel chalcones by condensation of 2-acetylbenzofurane and various aromatic aldehydes is described.
• Microwave assisted synthesis of new indophenazine 1,3,5-trisubstruted pyrazoline derivatives of benzofuran and their antimicrobial activity
  作者：Kuntal Manna、Yadvendra K. Agrawal

  DOI：10.1016/j.bmcl.2009.03.161

  日期：2009.5

  2-[1-(5,8-Dihydro quinoxalino[2,3-b]indoloacetyl)-3-(1-benzofuran-2-yl)-4,5-dihydro-1H-pyrazol-5-yl] phenyl derivatives were synthesized from 2-(5,8-dihydro quinoxalino[2,3-b]indol-5-yl) acetohydrazide and (2E)-1-(1-benzofuran-2-yl)-4-phenylbut-2-en-1-ones derivatives using microwave-assisted route. The structures of all the compounds have been established on the basis of analytical and spectral data. Among the 14 compounds IPB-1, IPB-5, IPB-10, IPB-11 and IPB-12 were found good antibacterial activity and MICs were found bellow 10 mu g/mL against Escherichia coli, Pseudomonas aeruginosa and Streptococcus aureus, which can compared with sparfloxacin and norfloxacin. (C) 2009 Elsevier Ltd. All rights reserved.