1,5-dihydro-5-<5-pyrimidine-2,4(1H,3H)-dionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(3H)-dione | 141266-43-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-dihydro-5-<5-pyrimidine-2,4(1H,3H)-dionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(3H)-dione
• 英文别名: 1,5-Dihydro-5-<5'-pyrimidine-2',4',6'(1'H,3'H,5'H)-trionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(1H,3H)-dione；5-(2,4-dioxo-2,3,4,5-tetrahydro-1H-chromeno[2,3-d]pyrimidin-5-yl)pyrimidine-2,4,6(1H,3H,5H)trione；5-(2,4-dihydroxy-5H-chromeno[2,3-d]pyrimidin-5-yl)-2,6-dihydroxypyrimidin-4(5H)-one；5-(2,4-dioxo-1,5-dihydrochromeno[2,3-d]pyrimidin-5-yl)-1,3-diazinane-2,4,6-trione
• CAS: 141266-43-5
• 化学式: C₁₅H₁₀N₄O₆
• 分子量: 342.268
• InChiKey: TYOASCKTVMEBDL-UHFFFAOYSA-N

物化性质

• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 水杨醛 在 2,2,2-三氟乙醇 作用下， 反应 0.18h， 以86%的产率得到1,5-dihydro-5-<5-pyrimidine-2,4(1H,3H)-dionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(3H)-dione
  参考文献：
  名称：

  三氟乙醇和液体辅助研磨方法：多组分合成的绿色催化途径

  摘要：

  通过使用2,2,2-三氟乙醇（TFE）作为简单的研钵和研杵液体辅助研磨方法，已经开发了一种用于合成色烯和异吲哚并[2,1- a ]喹唑啉支架的有效且通用的机械化学路线。 催化剂。本方案非常有效，因为它可以在温和的反应条件下提供反应，反应曲线更干净，纯化步骤轻松，纯度高，反应时间短，所需产物的收率高。

  DOI：

  10.1007/s11164-017-3206-y

文献信息

• Extending the scope of oleic acid catalysis in diversity-oriented synthesis of chromene and pyrimidine based scaffolds
  作者：Asaithampi Ganesan、Jagatheeswaran Kothandapani、Selva Ganesan Subramaniapillai

  DOI：10.1039/c6ra02507b

  日期：——

  non-toxic, biodegradable oleic acid was found to catalyse 4H-chromene derivatives syntheses in good yields in a water medium. A facile domino one-pot protocol was also developed for the oleic acid catalysed pyrimidine-fused heterocycle synthesis by pseudo three-component, three-component and four-component reactions. All the products were obtained in good to excellent yields. Oleic acid catalysis was further

  发现容易获得的无毒，可生物降解的油酸可以在水介质中以高收率催化4 H-色烯衍生物的合成。还开发了一种通过假三组分，三组分和四组分反应用于油酸催化的嘧啶融合杂环合成的简便多米诺一锅方案。所有产品均以良好至极好的收率获得。油酸催化进一步扩展到基于姜黄素的生物活性分子的合成。
• Synthesis and in vitro Antibacterial Activities of 5-(2,3,4,5-Tetrahydro-1H-chromeno[2,3-d]pyrimidin-5-yl)pyrimidione Derivatives
  作者：Qingfang Cheng、Qifa Wang、Ting Tan、Mingxiao Wang、Na Chen

  DOI：10.1002/cjoc.201100112

  日期：2012.2

  ,3‐d]pyrimidin‐5‐yl)pyrimidione derivatives have been synthesized from substituted salicylaldehydes and barbituric acid or 2‐thiobarbituric acid in water catalyzed by phase transfer catalysis of triethylbenzyl ammonium chloride (TEBA). Elemental analysis, IR, 1H NMR, and 13C NMR elucidated the structures of all the newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds

  从取代的水杨醛和巴比妥酸或2-硫代巴比妥酸合成了一系列新颖的5-（2,3,4,5-四氢-1H-铬基[2,3 - d ]嘧啶-5-基）嘧啶酮衍生物三乙基苄基氯化铵（TEBA）的相转移催化在水中催化 元素分析，IR，1 H NMR和13 C NMR阐明了所有新合成化合物的结构。已研究了合成化合物对大肠杆菌，枯草芽孢杆菌，金黄色葡萄球菌和铜绿假单胞菌的体外抗菌活性。。这些新合成的衍生物表现出显着的体外抗菌活性。
• A simple approach towards the synthesis of oxadeazaflavines
  作者：José Daniel Figueroa-Villar、Elizabete R. Cruz

  DOI：10.1016/s0040-4020(01)80384-7

  日期：1993.4

  The synthesis of oxadeazaflavine (2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dione) derivatives (1a, 1b and 1c) from barbituric acid and salicylaldehydes as starting materials was shown to be possible using water as solvent at room temperature. The orange intermediate formed, an anthocyanidin-like precursor of the desired products, gave reasonable yields of the oxadeazaflavines when treated with acetic acid-acetic anhydride mixture. When the reaction was carried out at 100-degrees-C the corresponding 1,5-dihydro-5(5'-barbituryl)-2H-chromeno[2,3-d]pyrimidine-2,4(3H)-diones (4a, 4b and 4c) were obtained. The reaction of barbituric acid with nitrosalicylaldehydes, at either 25 or 100-degrees-C, leads only to the corresponding arylidenebarbituric acids.
• Supramolecular architectures constructed with the skeletons of zinc(II) 2,2′-bipyridine and barbiturate anion: Synthesis and characterization
  作者：N. Dixit、K. Goto、L. Mishra、H.W. Roesky

  DOI：10.1016/j.poly.2010.01.010

  日期：2010.3

  The barbiturate 1,5-dihydro-5-[5-pyrimidine-2,4(1H,3H)-dionyl]-2H-chromeno[2,3-d] pyrimidine-2,4(3H)-dione) (LH4) 1 forms a complex with Zn(bpy)(NO3)(2)center dot 2H(2)O (bpy = 2,2'-bipyridine) of composition [Zn(bpy)(2)(H2O)(2)](2+)center dot(LH3)(2)center dot 7H(2)O (2). In this structure, the ligand exists as anion (LH3-) as revealed by its single crystal X-ray crystallographic study. Packing studies of 2 provide three dimensional helical chains as secondary structure. However, its PXRD pattern shows that 2 does not retain its structure upon dehydration. Recrystallization of 2 from DMSO results in complex 3 with the composition [Zn(bpy)(2)(H2O)(2)](2+)center dot(LH3-)(2)center dot DMSO center dot 9H(2)O assigned on the basis of its elemental analysis and its X-ray crystallography. In order to understand the role of the 2,2'-bipyridine ring in the construction of supramolecular architecture, the reaction of zinc(II) nitrate salt with 1 is carried out to provide complex 4 of composition [Zn(LH3)(2)(H2O)(4)]center dot 4H(2)O characterized by its single crystal X-ray diffraction study. Thermal, emission and photoluminescence properties of the complexes are also studied. (C) 2010 Elsevier Ltd. All rights reserved.
• Nuclear magnetic resonance and molecular modeling study of exocyclic carbon–carbon double bond polarization in benzylidene barbiturates
  作者：J. Daniel Figueroa-Villar、Andreia A. Vieira

  DOI：10.1016/j.molstruc.2012.09.021

  日期：2013.2

  Benzylidene barbiturates are important materials for the synthesis of heterocyclic compounds with potential for the development of new drugs. The reactivity of benzylidene barbiturates is mainly controlled by their exocyclic carbon-carbon double bond. In this work, the exocyclic double bond polarization was estimated experimentally by NMR and correlated with the Hammett sigma values of the aromatic ring substituents and the molecular modeling calculated atomic charge difference. It is demonstrated that carbon chemical shift differences and NBO charge differences can be used to predict their reactivity. (C) 2012 Elsevier B.V. All rights reserved.