ethyl 6-amino-3-methyl-4-(3-nitrophenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 6-amino-3-methyl-4-(3-nitrophenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate
• 英文别名: Ethyl 6-amino-3-methyl-4-(3-nitrophenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate
• 化学式: C₁₆H₁₆N₄O₅
• 分子量: 344.327
• InChiKey: DHXSQIXLIFWUBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 氰乙酸乙酯 、 3-甲基-2-吡唑啉-5-酮 在 阿司匹林 作用下， 以 neat (no solvent) 为溶剂， 反应 0.58h， 生成 ethyl 6-amino-3-methyl-4-(3-nitrophenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate
  参考文献：
  名称：

  阿司匹林：一种在环境友好的方式下合成双（吡唑-5-醇），二氢吡喃并[2,3-c]吡唑和螺吡喃并吡唑的有效催化剂

  摘要：

  摘要本文旨在提出两种简便且环境友好的途径，以使用阿司匹林作为新型绿色催化剂快速组装包括吡唑核心在内的生物活性化合物。通过一锅，拟五组分缩合反应和目标二氢吡喃[2,3- c]进行了双（吡唑-5-醇）衍生物的合成。通过一锅四组分反应制备对吡唑和螺吡喃并吡唑。这些反应可以由容易获得的原料串联进行。本方法的主要优点是操作简便，无需柱色谱法，不需要廉价的材料，避免了无害和腐蚀性的酸催化剂，反应时间短，产品收率好以及将阿司匹林用作无毒，廉价，市售的高效催化剂。 图形概要

  DOI：

  10.1007/s13738-017-1133-x

文献信息

• Aspirin: an efficient catalyst for synthesis of bis (pyrazol-5-ols), dihydropyrano[2,3-c]pyrazoles and spiropyranopyrazoles in an environmentally benign manner
  作者：Maryam Fatahpour、Fatemeh Noori Sadeh、Nourallah Hazeri、Malek Taher Maghsoodlou、Mojtaba Lashkari

  DOI：10.1007/s13738-017-1133-x

  日期：2017.9

  of biologically active compounds including pyrazol core using aspirin as a novel and green catalyst. The synthesis of bis(pyrazol-5-ol) derivatives was developed via one-pot, pseudo-five-component condensation, and the target dihydropyrano[2,3-c]pyrazoles and spiropyranopyrazoles were prepared by one-pot, four-component reaction. These reactions can be performed in tandem from readily available starting

  摘要本文旨在提出两种简便且环境友好的途径，以使用阿司匹林作为新型绿色催化剂快速组装包括吡唑核心在内的生物活性化合物。通过一锅，拟五组分缩合反应和目标二氢吡喃[2,3- c]进行了双（吡唑-5-醇）衍生物的合成。通过一锅四组分反应制备对吡唑和螺吡喃并吡唑。这些反应可以由容易获得的原料串联进行。本方法的主要优点是操作简便，无需柱色谱法，不需要廉价的材料，避免了无害和腐蚀性的酸催化剂，反应时间短，产品收率好以及将阿司匹林用作无毒，廉价，市售的高效催化剂。 图形概要
• Design and development of a new functionalized cellulose-based magnetic nanocomposite: preparation, characterization, and catalytic application in the synthesis of diverse pyrano[2,3-c]pyrazole derivatives
  作者：Ali Maleki、Vahid Eskandarpour

  DOI：10.1007/s13738-019-01610-9

  日期：2019.7

  for the preparation of a new cellulose-based functionalized magnetic nanocomposite catalyst is described. The structure and morphology of the prepared nanomaterial was characterized by scanning electron microscopy, energy-dispersive X-ray analysis, X-ray diffraction patterns, and Fourier transform infrared spectroscopy analyses. Then, its catalytic activity was investigated in the synthesis of 2,4-dihydropyrano[2

  在这项工作中，描述了一种用于制备新型纤维素基功能化磁性纳米复合催化剂的简便方案。通过扫描电子显微镜，能量色散X射线分析，X射线衍射图和傅立叶变换红外光谱分析对所制备的纳米材料的结构和形态进行表征。然后，其催化活性在2,4-二氢吡喃并[2,3-的合成进行了研究Ç ]吡唑并螺[二氢吲哚-3,4'-吡喃并[2,3- Ç吡唑衍生物是通过在短反应时间，高收率和温和条件下，在靛红或醛或苯乙酮，乙酰乙酸乙酯，水合肼和丙二腈或氰基乙酸乙酯之间进行一锅四组分反应而制得的。纳米复合材料仅需通过外部磁体分离即可重复使用数次，而不会明显降低活性。
• Uncapped SnO2 quantum dot catalyzed cascade assembling of four components: a rapid and green approach to the pyrano[2,3-c]pyrazole and spiro-2-oxindole derivatives
  作者：Sanjay Paul、Koyel Pradhan、Sirshendu Ghosh、S.K. De、Asish R. Das

  DOI：10.1016/j.tet.2014.02.077

  日期：2014.9

  A new uncapped SnO2 quantum dots (QDs) catalyzed strategy for the synthesis of substituted pyrano [2,3-c]pyrazole and spiro-2-oxindole derivatives has been developed via a multicomponent one pot approach in aqueous medium. The reactions can be performed at low catalyst loadings with excellent functional group tolerance. This communication also reports a comparative study of the efficiency related to the catalytic activity of uncapped SnO2 QDs, oleic acid capped SnO2 QDs, and SnO2 nanoflower. Uncapped SnO2 QDs, capped SnO2 QDs, and SnO2 nanoflower were prepared by simple solvothermal method and characterized by XRD, FESEM, and TEM images. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable, and economic. The catalyst was reused for six cycles with almost unaltered catalytic activity. (C) 2014 Elsevier Ltd. All rights reserved.
• Supported palladium oxide nanoparticles in Al-SBA-15 as an efficient and reusable catalyst for the synthesis of pyranopyrazole and benzylpyrazolyl coumarin derivatives via multicomponent reactions
  作者：Majid M. Heravi、Reihaneh Malakooti、Kosar Kafshdarzadeh、Zahra Amiri、Vahideh Zadsirjan、Hassan Atashin

  DOI：10.1007/s11164-021-04619-z

  日期：2022.1

  An eco-friendly method for diversity-oriented synthesis of substituted dihydropyrano[2,3-c]pyrazole and benzylpyrazolyl coumarin derivatives has been achieved via one-pot and multicomponent reaction in the presence of PdO/Al-SBA-15 as an efficient and recyclable catalyst in H2O/EtOH under reflux conditions. The significant merits of this method are wide scope, high yields of the desired products, short

  在 PdO/Al-SBA-15 存在下，通过一锅多组分反应，实现了一种生态友好的方法，用于合成取代二氢吡喃并[2,3- c ]吡唑和苄基吡唑基香豆素衍生物，作为一种高效且回流条件下在 H 2 O/EtOH 中的可回收催化剂。该方法的显着优点是适用范围广、所需产物收率高、反应时间短和后处理程序简单。此外，这种纳米催化剂被简单地回收和重复使用五次，而催化活性和性能没有显着损失。 图形概要