(3,5-dimethyl-1H-pyrazol-1-yl)(furan-2-yl)methanone | 295345-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: (3,5-dimethyl-1H-pyrazol-1-yl)(furan-2-yl)methanone
• 英文别名: (furan-2-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone；2-(3,5-dimethylpyrazol-1-ylcarbonyl)furan；2-(3,5-dimethylpyrazolyl-1-carbonyl)furan；1-(2-furoyl)-3,5-dimethyl-1H-pyrazole；1-(furan-2-carbonyl)-3,5-dimethyl-1H-pyrazole；(3,5-dimethylpyrazol-1-yl)-(furan-2-yl)methanone
• CAS: 295345-96-9
• 化学式: C₁₀H₁₀N₂O₂
• mdl: MFCD00508583
• 分子量: 190.202
• InChiKey: LLJSRUPSMPLORG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3,5-dimethyl-1H-pyrazol-1-yl)(furan-2-yl)methanone 、 双(乙腈)氯化钯(II) 以 二氯甲烷 为溶剂， 以79%的产率得到dichlorobis(2-(3,5-dimethylpyrazolyl-1-carbonyl)furan)palladium(II)
  参考文献：
  名称：

  呋喃酰基和噻吩羰基接头吡唑基钯 (II) 配合物 ?? 作为乙烯低聚催化剂的合成、表征和评价

  摘要：

  2-呋喃酰氯和 2-噻吩碳酰氯与取代的吡唑反应生成改性吡唑基化合物：{(3,5-Me2pzCO)-2-C4H3O} (L1), {(3,5-Me2pzCO)-2-C4H3S } (L2), {(3,5-t-Bu2pzCO)-2-C4H3O} (L3), {(3,5-t-Bu2pzCO)-2-C4H3S} (L4), {(3,5-Ph2pzCO) )-2-C4H3S} (L5) 和 {(pzCO)-2-C4H3O} (L6) 收率良好。这些合成子与 [Pd(NCMe)2Cl2] 的反应得到相应的单核钯 (II) 配合物：[Pd(L1)2Cl2] (1), [Pd(L2)2Cl2] (2), [Pd(L3)2Cl2 ] (3)、[Pd(L4)2Cl2] (4)、[Pd(L5)2Cl2] (5) 和 [Pd(L6)2Cl2] (6) 的产量中等至高。合成的所有化合物均通过 1H NMR、13C NMR

  DOI：

  10.1139/v05-092
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 呋喃甲酰氯 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到(3,5-dimethyl-1H-pyrazol-1-yl)(furan-2-yl)methanone
  参考文献：
  名称：

  呋喃酰基和噻吩羰基接头吡唑基钯 (II) 配合物 ?? 作为乙烯低聚催化剂的合成、表征和评价

  摘要：

  2-呋喃酰氯和 2-噻吩碳酰氯与取代的吡唑反应生成改性吡唑基化合物：{(3,5-Me2pzCO)-2-C4H3O} (L1), {(3,5-Me2pzCO)-2-C4H3S } (L2), {(3,5-t-Bu2pzCO)-2-C4H3O} (L3), {(3,5-t-Bu2pzCO)-2-C4H3S} (L4), {(3,5-Ph2pzCO) )-2-C4H3S} (L5) 和 {(pzCO)-2-C4H3O} (L6) 收率良好。这些合成子与 [Pd(NCMe)2Cl2] 的反应得到相应的单核钯 (II) 配合物：[Pd(L1)2Cl2] (1), [Pd(L2)2Cl2] (2), [Pd(L3)2Cl2 ] (3)、[Pd(L4)2Cl2] (4)、[Pd(L5)2Cl2] (5) 和 [Pd(L6)2Cl2] (6) 的产量中等至高。合成的所有化合物均通过 1H NMR、13C NMR

  DOI：

  10.1139/v05-092

文献信息

• Application of Fe3O4@SiO2@sulfamic acid magnetic nanoparticles as recyclable heterogeneous catalyst for the synthesis of imine and pyrazole derivatives in aqueous medium
  作者：B. Zakerinasab、M. A. Nasseri、H. Hassani、M. M. Samieadel

  DOI：10.1007/s11164-015-2204-1

  日期：2016.4

  Sulfamic acid supported on Fe3O4@SiO2 superpara magnetic nanoparticles was successfully applied as a recyclable solid acid catalyst with a large density of sulfamic acid groups for the synthesis of pyrazole derivatives, an important class of potentially bioactive compounds. The products are obtained in high yield from the one-pot reaction procedure involving dicarbonyl compounds and hydrazines/hydrazides. This new method totally avoids the use of toxic or expensive solvents and organic acids in this reaction.

  负载于Fe3O4@SiO2超顺磁性纳米颗粒上的氨基磺酸作为具有大量氨基磺酸基团的固态可回收酸性催化剂，成功应用于吡唑类衍生物的合成，这是一类潜在的生物活性化合物。通过活性双羰基化合物与肼/酰肼的一锅法反应，获得了高产率的目标产物。这种新方法完全避免了在该反应中使用有毒或昂贵的溶剂和有机酸。
• PEG–SO3H as a mild, efficient and green catalytic system for the synthesis of pyrazole derivatives in aqueous medium
  作者：M. A. Nasseri、S. A. Alavi、B. Zakeri Nasab

  DOI：10.1007/s13738-012-0143-y

  日期：2013.4

  A versatile, alternative and environmentally benign strategy for the synthesis of a series of pyrazoles has been successfully performed in water using PEG–SO3H as an acidic catalyst. The products are obtained in high yield from the one-pot reaction procedure involving dicarbonyl compounds and hydrazines/hydrazides. This new method totally avoids the use of organic acids and toxic or expensive solvents in this reaction. The catalyst is waste-free, easily prepared, and efficiently re-used.

  在水相中使用PEG-SO3H作为酸性催化剂，成功地实现了一种合成一系列吡唑类化合物的多功能、替代性及环境友好型策略。通过涉及二羰基化合物与酰肼/酰肼化合物的单锅反应程序，产物以高收率获得。该新方法完全避免了在此反应中使用有机酸和有毒或昂贵的溶剂。催化剂无废弃物产生，易于制备，并可高效重复使用。
• Cellulose sulfuric acid as a bio-supported and efficient solid acid catalyst for synthesis of pyrazoles in aqueous medium
  作者：Mohammad Ali Nasseri、Mehri Salimi、Abbas Ali Esmaeili

  DOI：10.1039/c4ra11440j

  日期：——

  A convenient and practical method was described for the regioselective synthesis of pyrazoles from hydrazines/hydrazides and 1,3-dicarbonyl compounds via the Knorr synthesis in water with cellulose sulfuric acid (CSA) as a biopolymer-based solid acid catalyst. Various hydrazines and hydrazides were reacted with 1,3 diketones and the desired pyrazoles were obtained in high yields. The reaction of less

  描述了一种方便实用的方法，用于在水中以纤维素硫酸盐（CSA）作为生物聚合物基固体酸催化剂，通过克诺尔合成法从肼/酰肼和1,3-二羰基化合物进行区域选择性合成吡唑。使各种肼和酰肼与1,3二酮反应，并以高收率获得所需的吡唑。反应性较低的肼与1，3-二羰基化合物的反应在相应的derivatives衍生物处停止。酰肼与β-酮酸酯一起使用，亚胺加合物是唯一的分离产物。简单的产品分离，温和的反应条件，固体酸催化剂的可重复使用性和较短的反应时间是这种绿色程序的优势。
• Magnetic Nanoparticle-Supported Glutathione as a Sustainable Organocatalyst
  申请人：Varma Rajender S.

  公开号：US20110054180A1

  公开（公告）日：2011-03-03

  This invention relates to the use of nano-organocatalysts, and, more specifically, to the use of magnetic nanomaterial-supported organocatalysts. It is an object of the present invention to provide “green” catalysts and protocols. According to one embodiment of the invention, a nano-organocatalyst in the form of a magnetic nanomaterial-supported organocatalyst is provided. According to other embodiments of the invention, glutathione and cysteine are provided as organocatalysts and magnetic nanomaterial-supported glutathione and magnetic nanomaterial-supported cysteine are provided for use as nano-organocatalysts. According to another embodiment of the invention, a method of using a recyclable magnetic nanomaterial-supported organocatalyst using a totally benign aqueous protocol, without using any organic solvent in the reaction or during the workup, is provided. According to a further embodiment of the invention, a recyclable magnetic nanomaterial-supported organocatalyst for various organocatalytic reactions, including but not limited to Paal-Knorr reactions, aza-Michael addition and pyrazole synthesis, is provided.

  本发明涉及纳米有机催化剂的使用，更具体地涉及磁性纳米材料支撑的有机催化剂的使用。本发明的目的是提供“绿色”催化剂和方案。根据本发明的一个实施例，提供了一种磁性纳米材料支撑的有机催化剂的纳米有机催化剂。根据本发明的其他实施例，提供了谷胱甘肽和半胱氨酸作为有机催化剂，以及用作纳米有机催化剂的磁性纳米材料支撑的谷胱甘肽和磁性纳米材料支撑的半胱氨酸。根据本发明的另一个实施例，提供了一种使用可回收磁性纳米材料支撑的有机催化剂的方法，使用完全良性的水相方案，在反应过程中或处理过程中不使用任何有机溶剂。根据本发明的另一个实施例，提供了一种用于各种有机催化反应的可回收磁性纳米材料支撑的有机催化剂，包括但不限于Paal-Knorr反应、aza-Michael加成和吡唑合成。
• Nano-organocatalyst: magnetically retrievable ferrite-anchored glutathione for microwave-assisted Paal–Knorr reaction, aza-Michael addition, and pyrazole synthesis
  作者：Vivek Polshettiwar、Rajender S. Varma

  DOI：10.1016/j.tet.2009.11.015

  日期：2010.1

  Postsynthetic Surface modification of magnetic nanoparticles by glutathione imparts desirable chemical functionality and enables the generation of catalytic sites on the surfaces of ensuing organocatalysts. In this article, we discuss the developments, unique activity, and high selectivity of nano-organocatalysts for microwave-assisted Paal-Knorr reaction, aza-Michael addition, and pyrazole synthesis. Their insoluble character Coupled with paramagnetic nature enables easy separation of these nano-catalysts from the reaction mixture using external magnet, which eliminates the requirement of catalyst filtration. Published by Elsevier Ltd.