5-(5-methyl-furan-2-ylmethylene)-pyrimidine-2,4,6-trione | 27406-37-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(5-methyl-furan-2-ylmethylene)-pyrimidine-2,4,6-trione
• 英文别名: 5-(5-methyl-furfurylidene)-barbituric acid；5-(5-Methyl-furfuryliden)-barbitursaeure；2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(5-methyl-2-furanyl)methylene]-；5-[(5-methylfuran-2-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 27406-37-7
• 化学式: C₁₀H₈N₂O₄
• mdl: MFCD00565668
• 分子量: 220.185
• InChiKey: IHXRUBWAIYFCFU-UHFFFAOYSA-N

物化性质

• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  88.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-甲基呋喃醛 、 巴比妥酸 以64 %的产率得到5-(5-methyl-furan-2-ylmethylene)-pyrimidine-2,4,6-trione
  参考文献：
  名称：

  L-脯氨酸基 DES 用于 Knoevenagel 合成亚芳基绕丹宁、噻唑烷-2,4-二酮和巴比妥衍生物

  摘要：

  低共熔溶剂（DES）是一种环境友好型溶剂，可以避免使用有毒有机溶剂，近年来得到了广泛的研究。然而，在产品的后处理和分离过程中仍然经常使用挥发性有机化合物 (VOC)。本文报道了 Knoevenagel 反应的零 VOC 策略。在温和条件下，（杂）芳香醛与绕丹宁、噻唑烷-2,4-二酮 TZD 或巴比妥酸在 L-脯氨酸基 DES 中成功缩合，水解后无需任何纯化即可获得纯化合物。对于反应性较低的 TZD，微波激活可以将反应时间从 24 小时缩短至仅 1 小时。

  DOI：

  10.1002/jhet.4819

文献信息

• CoFe2O4 nanoparticles: An efficient heterogeneous magnetically separable catalyst for “click” synthesis of arylidene barbituric acid derivatives at room temperature
  作者：Jaspreet Kaur Rajput、Gagandeep Kaur

  DOI：10.1016/s1872-2067(12)60646-9

  日期：2013.9

  A coprecipitation method was used to synthesize superparamagnetic CoFe2O4 nanoparticles without using any capping agents/surfactants. The prepared nanoparticles were characterized using Fourier transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, a vibrating sample magnetometer (VSM), N-2 adsorption and thermogravimetric/differential thermal analysis/differential thermal gravimetry techniques. The synthesized spinel CoFe2O4 nanoparticles had an average size of 2-8 nm with a high surface area (140.9 m(2)/g). The field-dependent magnetization, demonstrated by VSM and saturation magnetization, was found to be 1.77 emu/g. An efficient method was used for the synthesis of arylidene barbituric acid derivatives using CoFe2O4 magnetic nanoparticles as a magnetically separable and reusable catalyst in aqueous ethanol. The attractive features of this synthetic protocol were very short reaction time, high yields, high turnover frequency, simple work-up procedure, economy, a clean reaction methodology, and chemoselectivity, as well as provision of an ecofriendly and green synthesis. (C) 2013, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• Fromherz, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1906, vol. 50, p. 242
  作者：Fromherz

  DOI：——

  日期：——
• <scp>L‐proline</scp>‐based <scp>DES</scp> in Knoevenagel synthesis of arylidene rhodanines, thiazolidine‐2,4‐diones, and barbituric derivatives
  作者：Stéphanie Hesse、Jasmine Hertzog、Sandrine Rup‐Jacques

  DOI：10.1002/jhet.4819

  日期：——

  compounds (VOC) are often still used during workup and isolation of products. Here, a zero-VOC strategy for Knoevenagel reaction is reported. (Hetero)aromatic aldehydes are successfully condensed with rhodanine, thiazolidine-2,4-dione TZD, or barbituric acid under mild conditions in an L-proline-based DES and pure compounds are obtained after hydrolysis without any purification. For the less reactive TZD

  低共熔溶剂（DES）是一种环境友好型溶剂，可以避免使用有毒有机溶剂，近年来得到了广泛的研究。然而，在产品的后处理和分离过程中仍然经常使用挥发性有机化合物 (VOC)。本文报道了 Knoevenagel 反应的零 VOC 策略。在温和条件下，（杂）芳香醛与绕丹宁、噻唑烷-2,4-二酮 TZD 或巴比妥酸在 L-脯氨酸基 DES 中成功缩合，水解后无需任何纯化即可获得纯化合物。对于反应性较低的 TZD，微波激活可以将反应时间从 24 小时缩短至仅 1 小时。