(2E)-1-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-3-(4-oxo-4H-1-benzopyran-3-yl)-2-propen-1-one | 1240050-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2E)-1-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-3-(4-oxo-4H-1-benzopyran-3-yl)-2-propen-1-one
• 英文别名: (E)-1-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-3-(4-oxo-4H-1-benzopyran-3-yl)-2-propen-1-one；1,3-dimethyl-5-[(E)-3-(4-oxochromen-3-yl)prop-2-enoyl]-1,3-diazinane-2,4,6-trione
• CAS: 1240050-28-5
• 化学式: C₁₈H₁₄N₂O₆
• 分子量: 354.319
• InChiKey: VHSAYTOMSHFAIH-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2E)-1-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-3-(4-oxo-4H-1-benzopyran-3-yl)-2-propen-1-one 在 一水合肼 作用下， 反应 0.05h， 以94%的产率得到3-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-5-(4-oxo-4H-1-benzopyran-3-yl)pyrazoline
  参考文献：
  名称：

  Microwave-assisted solvent-free synthesis of biologically active novel heterocycles from 3-formylchromones

  摘要：

  A series of novel chromone derivatives have been synthesized employing 3-formylchromones and 5-acetyl-1,3-dimethylbarbituric acid as starting materials both under conventional heating method and microwave irradiation technique in good yields. The synthesized compounds were screened in vitro antibacterial activity against the representative panel of two Gram-positive bacteria and two Gram-negative bacteria. The synthesized compounds were also tested for their inhibitory action against three strains of fungus. The various compounds show potent inhibitory action against test organisms.

  DOI：

  10.1007/s00044-010-9386-2
• 作为产物：
  描述：

  5-乙酰基-1,3-二甲基巴比妥酸 、 色酮-3-甲醛 在 Zn(L-proline)₂ 作用下， 以 水 为溶剂， 反应 0.33h， 以86%的产率得到(2E)-1-(1,3-dimethyl-2,4,6-pyrimidinetrion-5-yl)-3-(4-oxo-4H-1-benzopyran-3-yl)-2-propen-1-one
  参考文献：
  名称：

  使用水中可回收的Zn（1-脯氨酸）2催化剂高效，新颖地合成苯甲酰基查耳酮

  摘要：

  采用了一种新颖的方法，以Zn（l-脯氨酸）2为原料，由3-甲酰基色酮（1a – c）和不同的环状活性甲基化合物（2a – e）合成了一系列的羰基查耳酮（3a – o）。在水中可循环使用的路易斯酸催化剂。在每次转化中，催化剂被成功回收并重复使用了几次，而收率和选择性没有明显损失。使用元素分析和光谱数据（IR，1 H NMR，13 C NMR和质谱）对所有新合成的化合物进行表征。

  DOI：

  10.1016/j.tetlet.2011.05.118

文献信息

• An efficient and novel synthesis of chromonyl chalcones using recyclable Zn(l-proline)2 catalyst in water
  作者：Zeba N. Siddiqui、T.N. Mohammed Musthafa

  DOI：10.1016/j.tetlet.2011.05.118

  日期：2011.8

  A novel approach was adopted for the synthesis of a series of chromonyl chalcones (3a–o) from 3-formylchromones (1a–c) and different cyclic active methyl compounds (2a–e), employing Zn(l-proline)2 as a recyclable Lewis acid catalyst in water. In each conversion, the catalyst was successfully recovered and reused several times without significant loss in yield and selectivity. All the newly synthesized

  采用了一种新颖的方法，以Zn（l-脯氨酸）2为原料，由3-甲酰基色酮（1a – c）和不同的环状活性甲基化合物（2a – e）合成了一系列的羰基查耳酮（3a – o）。在水中可循环使用的路易斯酸催化剂。在每次转化中，催化剂被成功回收并重复使用了几次，而收率和选择性没有明显损失。使用元素分析和光谱数据（IR，1 H NMR，13 C NMR和质谱）对所有新合成的化合物进行表征。
• Microwave-assisted solvent-free synthesis of biologically active novel heterocycles from 3-formylchromones
  作者：T. N. Mohammed Musthafa、Zeba N. Siddiqui、Fohad M. Husain、Iqbal Ahmad

  DOI：10.1007/s00044-010-9386-2

  日期：2011.12

  A series of novel chromone derivatives have been synthesized employing 3-formylchromones and 5-acetyl-1,3-dimethylbarbituric acid as starting materials both under conventional heating method and microwave irradiation technique in good yields. The synthesized compounds were screened in vitro antibacterial activity against the representative panel of two Gram-positive bacteria and two Gram-negative bacteria. The synthesized compounds were also tested for their inhibitory action against three strains of fungus. The various compounds show potent inhibitory action against test organisms.