Ethyl 7-amino-5-(4-methylphenyl)-2,4-dioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylate

• 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: Ethyl 7-amino-5-(4-methylphenyl)-2,4-dioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylate
• 英文别名: Ethyl 7-amino-5-(4-methylphenyl)-2,4-dioxo-1,5-dihydropyrano[2,3-d]pyrimidine-6-carboxylate
• 化学式: C₁₇H₁₇N₃O₅
• 分子量: 343.339
• InChiKey: KETMOQYADMGXHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  120
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 对甲基苯甲醛 、 氰乙酸乙酯 在 butane-1-sulfonic acid immobilized on magnetic silica-coated Fe₃O₄ nanoparticles 作用下， 以 水 为溶剂， 反应 0.83h， 以87%的产率得到Ethyl 7-amino-5-(4-methylphenyl)-2,4-dioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylate
  参考文献：
  名称：

  固定在磁性Fe3O4 @ SiO2纳米颗粒上的丁烷-1-磺酸：一种新颖的非均相催化剂，用于在水介质中一锅合成巴比妥酸和吡喃并[2,3-d]嘧啶衍生物

  摘要：

  固定在磁性Fe 3 O 4 @SiO 2纳米粒子（Fe 3 O 4 @SiO 2-磺内酯）上的丁烷-1-磺酸易于通过纳米磁性Fe 3 O 4 @SiO 2的1,4-丁磺酸内酯的直接开环制备。。表征所制备的试剂，并将其用于有效促进巴比妥酸和吡喃并[2,3- d]嘧啶衍生物。所有反应均在温和且完全不均一的反应条件下进行，从而提供高至高收率的产物。通过磁倾析法可以很容易地将催化剂从反应混合物中分离出来，并且可以重复使用至少八次，而不会明显降低活性。

  DOI：

  10.1002/aoc.4455

文献信息

• Butane-1-sulfonic acid immobilized on magnetic Fe₃O₄@SiO₂nanoparticles: A novel and heterogeneous catalyst for the one-pot synthesis of barbituric acid and pyrano[2,3-<i>d</i>] pyrimidine derivatives in aqueous media
  作者：M. Pourghasemi-Lati、F. Shirini、M. Alinia-Asli、M.A. Rezvani

  DOI：10.1002/aoc.4455

  日期：2018.10

  reagent was characterized and used for the efficient promotion of the synthesis of barbituric acid and pyrano[2,3‐d] pyrimidine derivatives. All reactions were performed under mild and completely heterogeneous reaction conditions affording products in good to high yields. The catalyst is easily isolated from the reaction mixture by magnetic decantation and can be reused at least eight times without

  固定在磁性Fe 3 O 4 @SiO 2纳米粒子（Fe 3 O 4 @SiO 2-磺内酯）上的丁烷-1-磺酸易于通过纳米磁性Fe 3 O 4 @SiO 2的1,4-丁磺酸内酯的直接开环制备。。表征所制备的试剂，并将其用于有效促进巴比妥酸和吡喃并[2,3- d]嘧啶衍生物。所有反应均在温和且完全不均一的反应条件下进行，从而提供高至高收率的产物。通过磁倾析法可以很容易地将催化剂从反应混合物中分离出来，并且可以重复使用至少八次，而不会明显降低活性。
• 4-(4-Propylpiperazine-1-yl)butane-1-sulfonic acid-modified silica-coated magnetic nanoparticles: A novel and recyclable catalyst for the synthesis of 5-arylidinebarbituric acids and pyrano[2,3-<i>d</i>]pyrimidinedione derivatives in aqueous media
  作者：M. Pourghasemi-Lati、F. Shirini、M. Alinia-Asli、M.A. Rezvani

  DOI：10.1002/aoc.4605

  日期：2018.12

  A mild, simple and efficient procedure for the preparation of barbituric acid and pyrano[2,3‐d]pyrimidine derivatives in aqueous media is described using 4‐(4‐propylpiperazine‐1‐yl)butane‐1‐sulfonic acid‐modified silica‐coated magnetic nanoparticles as a novel and reusable catalyst. The catalyst was easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused

  使用4-（4-丙基哌嗪-1-基）丁烷-1-磺酸改性的二氧化硅描述了一种温和，简单，有效的方法来制备水介质中的巴比妥酸和吡喃并[2,3- d ]嘧啶衍生物包覆的磁性纳米颗粒可作为新型可重复使用的催化剂。通过使用外部磁体的磁倾析，可以容易地从反应混合物中分离出催化剂，并且在不显着降低活性的情况下重复使用至少八次。
• Nickel NPs @N-doped titania: an efficient and recyclable heterogeneous nanocatalytic system for one-pot synthesis of pyrano[2,3-d]pyrimidines and 1,8-dioxo-octahydroxanthenes
  作者：Yogayta Rajinder、Monika Gupta、Jaspreet Kour

  DOI：10.1007/s13738-019-01669-4

  日期：2019.9

  form and imparts it unique catalytic properties. In the present work, we report the application of heterogeneous nickel nanoparticles in the synthesis of some biologically important heterocyclic compounds. In brief, we doped titania nanostructures with nitrogen and then used them as a support material for immobilizing nickel nanoparticles onto them. The nanoparticles of nickel were prepared by the chemical

  摘要催化在化学工业中占有非常重要和有希望的位置。在典型的化学转化中，催化剂的使用减少了基于试剂的废物并提高了反应选择性，从而最大程度地减少了获得任何副产物的机会。近年来，在催化领域中纳米技术的引入进一步改变了它。它具有极小的尺寸，形状和非常大的表面积/体积比，将纳米催化剂与普通的本体形式区分开，并赋予其独特的催化性能。在目前的工作中，我们报告了异质镍纳米颗粒在一些生物学上重要的杂环化合物的合成中的应用。简单来说，我们用氮掺杂了二氧化钛纳米结构，然后将它们用作将镍纳米颗粒固定在其上的载体材料。通过乙酸镍的化学还原制备镍的纳米颗粒。如此制备的催化剂，即负载在氮掺杂的二氧化钛上的镍纳米颗粒（镍NPs @然后研究了N掺杂的TiO 2）对吡喃并[2,3- d ]嘧啶和1,8-二氧-八氢氧杂蒽的催化活性。通过SEM-EDX分析研究了催化剂的表面和元素组成。进行了TEM分析以研究内部形态和所形成的纳米结
• Green cellulose-based nanocomposite catalyst: Design and facile performance in aqueous synthesis of pyranopyrimidines and pyrazolopyranopyrimidines
  作者：Ali Maleki、Abbas Ali Jafari、Somayeh Yousefi

  DOI：10.1016/j.carbpol.2017.08.019

  日期：2017.11

  A cellulose-based nanobiocomposite decorated with Fe3O4 nanoparticles was prepared, characterized and applied as an easily recoverable and reusable green nanocatalyst in the synthesis of pyrano[2,3d]pyrimidine derivatives in water at room temperature. The characterization was performed by using a variety of conventional analytical instruments such as Fourier transform infrared spectra (FT-IR), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), energy dispersive X-ray (EDX), vibrating sample magnetometer (VSM), thermal analysis (TGA/DTA) and inductively coupled plasma atomic emission spectroscopy (ICP-AES) analyses. Two series of pyranopyrimidine and pyrazolopyranopyrimidines derivatives were synthesized by using the present cellulose-based nanocomposite. This protocol has valuable features like high yield of the products, short reaction times, mild conditions and easy work-up procedure. In addition, the catalyst can be prepared easily with cheap and green starting materials. (C) 2017 Elsevier Ltd. All rights reserved.
• Efficient biogenesis of Cu2O nanoparticles using extract of Camellia sinensis leaf: Evaluation of catalytic, cytotoxicity, antioxidant, and anti-human ovarian cancer properties
  作者：Lei Dou、Xinxin Zhang、Mohammad Mahdi Zangeneh、Yi Zhang

  DOI：10.1016/j.bioorg.2020.104468

  日期：2021.1

  and synthesized in aqueous medium using Camellia sinensis leaf extract. The as-prepared Cu2O nanoparticles was thoroughly characterized using XRD, FT-IR, FESEM, EDX, TEM and X-ray elemental mapping techniques. The as-synthesized Cu2O/C. sinensis NPs applied as novel nanocatalyst for the synthesis of annulated fused pyrano[2,3-d]pyrimidinones via a one-pot, three-component condensation of a barbituric

  目前，金属纳米粒子尤其是铜纳米粒子被用于治疗不同的疾病，例如肿瘤和癌症。近年来，许多化学治疗补充剂已由铜纳米颗粒配制而成。在本研究中，使用山茶花叶提取物在水性介质中制备和合成了铜纳米颗粒。使用 XRD、FT-IR、FESEM、EDX、TEM 和 X 射线元素映射技术对所制备的 Cu 2 O 纳米粒子进行了彻底表征。合成的Cu 2 O/ C. sinensisNPs 作为新型纳米催化剂，通过巴比妥酸、芳香醛和丙二腈或氰基乙酸乙酯在 25 o C温和条件下的一锅三组分缩合反应合成环状稠合吡喃并 [2,3-d] 嘧啶酮。这种简便方法的主要特性是包括简单的后处理程序、避免危险或污染化学品、温和条件下的显着收率和一锅反应。我们评估了这些纳米颗粒对 Caov-3、SW-626 和 SK-OV-3 细胞系的抗人卵巢癌潜力。用于研究 CuCl 2 ⋅2H 2 O, C. sinensis的抗氧化活性和铜纳