7-amino-6-cyano-5-(2,3-dichlorophenyl)-4-oxo-5H-pyrano[2,3-d]pyrimidinone | 365517-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 7-amino-6-cyano-5-(2,3-dichlorophenyl)-4-oxo-5H-pyrano[2,3-d]pyrimidinone
• 英文别名: 7-amino-5-(2,3-dichlorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile；7-amino-5-(2,3-dichlorophenyl)-2,4-dioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carbonitrile；7-amino-5-(2,3-dichlorophenyl)-2,4-dioxo-1,5-dihydropyrano[2,3-d]pyrimidine-6-carbonitrile
• CAS: 365517-11-9
• 化学式: C₁₄H₈Cl₂N₄O₃
• 分子量: 351.149
• InChiKey: KOMNQVQSODQZIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 2,3-二氯苯甲醛 、 丙二腈 在 1,3-二(4-哌啶基)丙烷 作用下， 反应 0.5h， 以82%的产率得到7-amino-6-cyano-5-(2,3-dichlorophenyl)-4-oxo-5H-pyrano[2,3-d]pyrimidinone
  参考文献：
  名称：

  4,4'-三亚甲基二哌啶作为氮杂环溶剂和/或催化剂：液相串联Knoevenagel-Michael缩合。

  摘要：

  在一锅三组分反应中研究了各种芳香醛和杂芳香醛与巴比妥酸或2-硫代巴比妥酸和丙二腈的液相串联Knoevenagel-Michael缩合反应。TMDP 首次分别在液体和水性乙醇介质中用作安全高效的溶剂和/或催化剂，用于实用且环保的 Knoevenagel-Michael 缩合反应。反应是通过使用更绿色的程序进行的，包括a）在回流温度下使用TMDP作为N-杂环有机催化剂，在包括水和乙醇（1:1 v/v）的绿色介质中，以及b）使用TMDP在 65 °C、无任何溶剂的情况下作为双溶剂-催化剂。在前面提到的两种条件下获得了所需吡喃并[2,3-d]嘧啶酮的高至优异产率。目前的方法具有优点，包括（a）避免危险、有毒、挥发性和易燃材料和溶剂，（b）避免繁琐的过程、恶劣的条件和制备催化剂的多个步骤，（c）使用毒性较小和非腐蚀性催化剂，(d) 最大限度地减少危险废物的产生和简单的后处理过程，以及 (e) TMDP

  DOI：

  10.3906/kim-2010-41

文献信息

• Nano-Zn[2-boromophenylsalicylaldiminemethylpyranopyrazole]Cl₂as a novel nanostructured Schiff base complex and catalyst for the synthesis of pyrano[2,3-<i>d</i>]pyrimidinedione derivatives
  作者：A.R. Moosavi-Zare、H. Goudarziafshar、Z. Jalilian

  DOI：10.1002/aoc.4584

  日期：2019.1

  several techniques. Nano‐[Zn‐2BSMP]Cl2 was used as an effective catalyst for the preparation of some pyrano[2,3‐d]pyrimidinedione derivatives by the multicomponent reaction of malononitrile, aryl aldehydes and barbituric acid derivatives. The novelty and efficiency of nano‐[Zn‐2BSMP]Cl2 as a catalyst, in comparison with some other reported catalysts, for this synthetic transformation are the main features

  制备了一种新型的纳米结构的席夫碱复合物纳米Zn [2-硼苯基苯基水杨醛亚胺基甲基吡喃并吡唑] Cl 2（nano [Zn-2BSMP] Cl 2），并使用多种技术对其进行了表征。纳米[Zn-2BSMP] Cl 2被用作通过丙二腈，芳基醛和巴比妥酸衍生物的多组分反应制备某些吡喃并[2,3- d ]嘧啶二酮衍生物的有效催化剂。与其他报道的催化剂相比，纳米[Zn-2BSMP] Cl 2作为催化剂的新颖性和效率是这项工作的主要特征。
• New advances in catalytic performance of erbium‐folic acid‐coated CoFe ₂ O ₄ complexes for green one‐pot three‐component synthesis of pyrano[2,3‐ <i>d</i> ]pyrimidinone and dihydropyrano[3,2‐ <i>c</i> ]chromenes compounds in water
  作者：Serve Sorkhabi、Roya Mozafari、Mohammad Ghadermazi

  DOI：10.1002/aoc.6225

  日期：2021.7

  current research, much attention is paid to heterogenized nanostructure. Herein, we report the green synthesis magnetic nanoparticles (MNPs) of cobalt ferrite by the immobilization of erbium (Er) coated with folic acid (FA) which show effective catalytic properties and recyclability. Full characterizations with field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM)

  在当前的研究中，非常关注异质化纳米结构。在此，我们报告了通过固定包覆有叶酸 (FA) 的铒 (Er) 来制备铁氧体钴的绿色合成磁性纳米粒子 (MNP)，该纳米粒子显示出有效的催化性能和可回收性。使用场发射扫描电子显微镜 (FE-SEM)、透射电子显微镜 (TEM)、能量色散 X 射线光谱 (EDX)、X 射线原子映射、热重分析 (TGA)、X 射线衍射 ( XRD), 振动样品磁强计 (VSM), i进行了电感耦合等离子体发射光谱（ICP-OES）和傅里叶变换红外（FT-IR）光谱技术来揭示所制备磁性催化剂的结构特性。所获得的纳米杂化复合物作为高效、可回收、绿色的异质体系，为制备吡喃并[2,3- d ]嘧啶酮和二氢吡喃并[3,2- c ]铺平了道路]色烯衍生物，通过各种醛、丙二腈和羟基香豆素或巴比妥酸在绿色条件下的一锅三组分缩合反应。这种易于制备的有机金属催化剂具有许多优点，例如操作简单、
• Nano-ZnO Impregnated on Starch—A Highly Efficient Heterogeneous Bio-Based Catalyst for One-Pot Synthesis of Pyranopyrimidinone and Xanthene Derivatives as Potential Antibacterial Agents
  作者：A. Amininia、K. Pourshamsian、B. Sadeghi

  DOI：10.1134/s1070428020070234

  日期：2020.7

  A new method has been proposed for the synthesis of pyranopyrimidinone and xanthene derivatives using zinc oxide-starch nanocomposite as catalyst under microwave irradiation. The ZnO-starch nanocomposite was characterized by X-ray diffraction and scanning electron microscopy data, and the size of the ZnO-starch nanocomposite particles was estimated at 70-90 nm. The catalyst was used in the three-component condensation of aromatic aldehydes with barbituric acid and malononitrile and the 1:2 condensation of aromatic aldehydes with naphthalen-2-ol to obtain pyranopyrimidinone and xanthene derivatives, respectively. The catalyst can be reused several times without loss of catalytic activity. The proposed procedure utilizes affordable and inexpensive materials, provides excellent yields in short reaction time, and is eco-friendly, which makes it more economic than conventional methods. The antibacterial activity of the synthesized compounds was evaluated againstM. luteusandP. aeruginosa.
• Eco-friendly and Efficient Synthesis of Pyrano[2,3-<i>d</i>] pyrimidinone and Tetrahydrobenzo[<i>b</i>]pyran Derivatives in Water
  作者：Akbar Mobinikhaledi、Naser Foroughifar、Mohammad Ali Bodaghi Fard

  DOI：10.1080/15533171003629121

  日期：2010.3.25

  Tetrahydrobenzo[b]pyran and pyrano[2,3-d]pyrimidinone derivatives were synthesized efficiently in the presence of KAl(SO4)2.12H2O (alum) in water. Green media, lack of toxicity, short reaction times, easy work-up and high yields are some advantages of this method.
• Mobinikhaledi, Akbar; Fard, Mohammad Ali Bodaghi, Acta Chimica Slovenica, 2010, vol. 57, # 4, p. 931 - 935
  作者：Mobinikhaledi, Akbar、Fard, Mohammad Ali Bodaghi

  DOI：——

  日期：——