N-(1H-pyrrol-1-yl)benzamide | 777-14-0

• 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: N-(1H-pyrrol-1-yl)benzamide
• 英文别名: N-Benzamidopyrrole；N-pyrrol-1-yl-benzamide；1-Benzoylamino-pyrrol；1-Benzamido-pyrrol；Benzamide, N-1H-pyrrol-1-yl-；N-pyrrol-1-ylbenzamide
• CAS: 777-14-0
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: SVELUEUXCDXUIS-UHFFFAOYSA-N

物化性质

• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1H-pyrrol-1-yl)benzamide 以 乙醇 、 乙腈 为溶剂， 反应 28.0h， 生成 (N-Benzamidopyrrol-2-ylmethyl)trimethylammonium iodide
  参考文献：
  名称：

  氮杂富烯酸甲酯：新的扩展偶极系统

  摘要：

  瞬态1- azafulvenium甲基化物24，26和28由热产生的挤压 的 二氧化硫由吡咯并[1,2- c ] [1,3]噻唑2,2-二氧化物20（R = Me），22和23进行σ[1,8] H位移和1-酰基衍生物30的电环化，从而制得新的吡咯并[1,2- c ] [1,3]恶嗪32。在富含电子的甲硅烷基化的[8π+2π]环加成反应中已拦截了类似的1,2-二氮杂富烯酸甲酯36乙炔给出加合物37 – 40。Frontier MO理论部分解释了此行为。

  DOI：

  10.1039/b103250j
• 作为产物：
  描述：

  2,5-二甲氧基四氢呋喃 、 苯甲酰肼 在 水 作用下， 反应 0.33h， 以72%的产率得到N-(1H-pyrrol-1-yl)benzamide
  参考文献：
  名称：

  Magnetic nanoparticle-supported glutathione: a conceptually sustainable organocatalyst

  摘要：

  开发了一种概念上新颖的纳米粒子支持和可磁性回收的有机催化剂，该催化剂可以通过真正可持续的方式，利用廉价的原材料轻松制备。它在纯水相介质中催化Paal–Knorr反应，具有高产率，避免了使用有毒有机溶剂，甚至在后处理步骤中也不例外。

  DOI：

  10.1039/b900784a

文献信息

• Organic synthesis via magnetic attraction: benign and sustainable protocols using magnetic nanoferrites
  作者：R. B. Nasir Baig、Rajender S. Varma

  DOI：10.1039/c2gc36455g

  日期：——

  Magnetic nano-catalysts have been prepared using simple modification of iron ferrites. The nm size range of these particles facilitates the catalysis process, as an increased surface area is available for the reaction; the easy separation of the catalysts by an external magnet and their recovery and reuse are additional beneficial attributes. Glutathione bearing nano-ferrites have been used as organocatalysts for the Paal–Knorr reaction and homocoupling of boronic acids. Nanoferrites, post-synthetically modified by ligands, were used to immobilize nanometals (Cu, Pd, Ru, etc.) which enabled the development of efficient, sustainable and green procedures for azide–alkynes-cycloaddition (AAC) reactions, C–S coupling, O-allylation of phenol, Heck-type reactions and hydration of nitriles.

  通过简单修饰铁氧体，已制备出磁性纳米催化剂。这些粒子处于纳米尺寸范围，有助于催化过程，因为反应可利用增加的表面积；外部磁铁易于分离催化剂，并可回收和重复使用，这些是额外的有益特性。负载谷胱甘肽的纳米铁氧体已用作有机催化剂，用于Paal-Knorr反应和硼酸的均偶联。通过配体后合成改性的纳米铁氧体，用于固定纳米金属（铜、钯、钌等），从而实现了高效、可持续和绿色的叠氮-炔烃环加成（AAC）反应、碳-硫偶联、酚的烯丙基化、 Heck型反应和腈的水合反应的方法发展。
• 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。
• A recyclable magnetic nanoparticles supported antimony catalyst for the synthesis of N-substituted pyrroles in water
  作者：Fei-Ping Ma、Pei-He Li、Bao-Le Li、Li-Ping Mo、Ning Liu、Hui-Jun Kang、Ya-Nan Liu、Zhan-Hui Zhang

  DOI：10.1016/j.apcata.2013.03.005

  日期：2013.4

  A new magnetic nanoparticle-supported catalyst for Clauson-Kaas reaction. The corresponding N-substituted pyrroles in by magnetic separation and recycled for antimony catalyst was prepared and evaluated as a recoverable reaction proceeds efficiently in aqueous medium to give the high yield. The immobilized catalyst could be easily recovered six times without significant loss of its catalytic activity. (c) 2013 Elsevier B.V. All rights reserved.
• 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.
• COMBINATIONS COMPRISING AN HSP90 INHIBITOR AND A PHOPHODIESTERASE INHIBITOR FOR TREATING OR PREVENTING NEOPLASIA
  申请人：Pharmacia Corporation

  公开号：EP1682143A2

  公开（公告）日：2006-07-26