4-((5-hydroxy-3-methyl-1H-pyrazol-4-yl)(thiophen-2-yl)methyl)-3-methyl-1H-pyrazol-5-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4-((5-hydroxy-3-methyl-1H-pyrazol-4-yl)(thiophen-2-yl)methyl)-3-methyl-1H-pyrazol-5-ol
• 英文别名: 5-Methyl-4-[(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)-thiophen-2-ylmethyl]-1,2-dihydropyrazol-3-one
• 化学式: C₁₃H₁₄N₄O₂S
• 分子量: 290.346
• InChiKey: SPJJRNQSPPKUHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 3-甲基-2-吡唑啉-5-酮 在 phosphotungstic acid 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以93%的产率得到4-((5-hydroxy-3-methyl-1H-pyrazol-4-yl)(thiophen-2-yl)methyl)-3-methyl-1H-pyrazol-5-ol
  参考文献：
  名称：

  A rapid, efficient, and high-yielding synthesis of 4,4′-(arylmethylene)bis(3-methyl-1H-pyrazol-5-ol) derivatives catalyzed by 12-tungstophosphoric acid (H3PW12O40)

  摘要：

  描述了一种快速、绿色且高效的方法，通过将两等量的3-甲基-1H-吡唑-5(4H)-酮与芳香醛进行一锅反应，以高产率合成4,4′-(芳基亚甲基)双(3-甲基-1H-吡唑-5-醇)，使用十二钨磷酸(H3PW12O40)作为一种有效的无机催化剂。该催化剂价格低廉且易于获得，能够方便地回收并高效重复使用，经过十轮反应后仍能保持相当的催化活性。与其他方法相比，当前的方法具有多个优势，如优异的产率、短反应时间和温和的反应条件，并且后处理简单。

  DOI：

  10.1007/s11164-014-1896-y

文献信息

• Chickpea leaf exudates: a green Brønsted acid type biosurfactant for bis(indole)methane and bis(pyrazolyl)methane synthesis
  作者：Rupesh C. Patil、Shashikant A. Damate、Dnyandev N. Zambare、Suresh S. Patil

  DOI：10.1039/d1nj00382h

  日期：——

  A clean and highly efficient protocol for green synthesis of bis(indole)methanes and bis(pyrazolyl)methanes has been successfully achieved by using a naturally sourced bio-surfactant, chickpea leaf exudates (CLE), as a Brønsted acid-type catalyst. The reaction proceeds smoothly with CLE in alcoholic medium at 60 °C in a very short reaction time, and therefore it is a green, environmentally sound alternative

  通过使用天然来源的生物表面活性剂鹰嘴豆叶渗出液（CLE）作为布朗斯台德酸型催化剂，已成功实现了清洁，高效的绿色合成双（吲哚）甲烷和双（吡唑基）甲烷的方案。在60°C的酒精介质中，使用CLE可以在很短的反应时间内顺利进行反应，因此，它是现有规程的绿色环保选择。与报告的常规方法相比，该合成途径符合绿色化学原理的一些关键要求，例如避免使用任何有毒/有害催化剂和添加剂/促进剂，使用从可再生资源获得的可生物降解催化剂，辅助溶剂条件，以及催化剂的可重复使用性。因此，
• 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
• Fabrication and characterization of adenine‐grafted carbon‐modified amorphous ZnO with enhanced catalytic activity
  作者：Bushra Chowhan、Monika Gupta、Neha Sharma

  DOI：10.1002/aoc.6013

  日期：2020.12

  carbon‐modified amorphous ZnO nanocatalyst (ZnO@AC) derived from garment industry waste (waste cotton cloth). Due to adenine functionality, catalyst provides consistent dispersion of ZnO providing catalytically active sites for the synthesis of pyrano[2,3‐d]pyrimidines and bis(pyrazol‐5‐ole) and alters the electron–hole pair recombination without notable mass‐transfer limitation. The photocatalytic evaluation

  可持续性已经成为当前纳米催化领域的标志和指导原则。在此，我们报道了一种成本效益高，绿色环保，清洁高效的工艺，该工艺可用于制衣业废料（废棉布）形成的腺嘌呤接枝的碳改性无定形ZnO纳米催化剂（ZnO @ AC）。由于腺嘌呤官能团，催化剂可提供一致的ZnO分散，从而为吡喃并[2,3- d]嘧啶和双（吡唑-5-烯烃）并改变电子-空穴对的重组，而没有明显的传质限制。ZnO @ AC的光催化评价是在紫外光下对甲基橙（MO）染料进行的，在75分钟内降解率为87.3％。此外，该催化剂可回收利用，最多可重复使用八次，使其更具可持续性。根据所用催化剂的透射电子显微镜（TEM）图像，经过八次回收后，ZnO @ AC的形态仍保持完整，ZnO纳米颗粒（nps）发生了轻微的团聚。
• N -Methylimidazolium perchlorate as a new ionic liquid for the synthesis of bis(pyrazol-5-ol)s under solvent-free conditions
  作者：Nader Ghaffari Khaligh、Sharifah Bee Abd Hamid、Salam J.J. Titinchi

  DOI：10.1016/j.cclet.2015.07.027

  日期：2016.1

  N-Methylimidazolium perchlorate ([MIm]ClO4) was synthesized and some of its physico-chemical properties, such as density, surface tension were investigated. A thermo gravimetric analysis (TGA) and solvent performance were also studied. The results show that this ionic liquid is an excellent catalyst for the synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) derivatives under solvent-free conditions. This method has the advantages of high yield, clean transformation, simple operation and short reaction time. The ionic liquid can be recycled without significant loss of activity. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
• A rapid, efficient, and high-yielding synthesis of 4,4′-(arylmethylene)bis(3-methyl-1H-pyrazol-5-ol) derivatives catalyzed by 12-tungstophosphoric acid (H3PW12O40)
  作者：Asieh Vafaee、Abolghasem Davoodnia、Mehdi Pordel

  DOI：10.1007/s11164-014-1896-y

  日期：2015.11

  A fast, green, and efficient method for high-yielding synthesis of 4,4′-(arylmethylene)bis(3-methyl-1H-pyrazol-5-ols) by one-pot reaction of two equivalents of 3-methyl-1H-pyrazol-5(4H)-one with aryl aldehydes, using 12-tungstophosphoric acid (H3PW12O40) as an effective and inorganic catalyst is described. The catalyst is inexpensive and readily available and can be recovered conveniently and reused efficiently such that a considerable catalytic activity still could be achieved after the tenth run. Compared to the other methods, the present methodology offers several advantages such as excellent yields, short reaction times, and mild reaction conditions with an easy work-up.

  描述了一种快速、绿色且高效的方法，通过将两等量的3-甲基-1H-吡唑-5(4H)-酮与芳香醛进行一锅反应，以高产率合成4,4′-(芳基亚甲基)双(3-甲基-1H-吡唑-5-醇)，使用十二钨磷酸(H3PW12O40)作为一种有效的无机催化剂。该催化剂价格低廉且易于获得，能够方便地回收并高效重复使用，经过十轮反应后仍能保持相当的催化活性。与其他方法相比，当前的方法具有多个优势，如优异的产率、短反应时间和温和的反应条件，并且后处理简单。