1-(4-chlorophenyl)-2-(cyclohexylamino)-2-oxoethyl benzoate | 1258789-18-2

• 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: 1-(4-chlorophenyl)-2-(cyclohexylamino)-2-oxoethyl benzoate
• 英文别名: [1-(4-Chlorophenyl)-2-(cyclohexylamino)-2-oxoethyl] benzoate；[1-(4-chlorophenyl)-2-(cyclohexylamino)-2-oxoethyl] benzoate
• CAS: 1258789-18-2
• 化学式: C₂₁H₂₂ClNO₃
• 分子量: 371.864
• InChiKey: FLVWOKDFROJWBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰环已烷 、 苯甲酸 、 4-氯苯甲醇 在 iron-2-pyridinecarboxaldehyde incorporated into the zirconium-metal-organic framework 、 air 作用下， 以 乙腈 为溶剂， 22.0~27.0 ℃ 、101.33 kPa 条件下， 反应 28.0h， 以81%的产率得到1-(4-chlorophenyl)-2-(cyclohexylamino)-2-oxoethyl benzoate
  参考文献：
  名称：

  一锅串联光氧化Passerini三组分醇的多功能锆基金属有机骨架

  摘要：

  通过对UiO-66-NH 2进行共价和定性后合成修饰（PSM）的组合，获得了一种多孔的多功能锆基金属-有机骨架（MOF），并采用多种技术进行了表征，包括FTIR光谱，粉末XRD， N 2程序升温吸附/解吸，扫描电子显微镜，热重分析，电感耦合等离子体原子发射光谱和UV / Vis漫反射光谱。MOF（Zr–MOF–FePC，PC = 2-吡啶甲醛）是一种活性，有效且可重复使用的催化剂，可用于酒精的一锅串联光氧化帕塞里尼三组分反应。这是一种新型的串联式光催化剂和协同催化剂，是在MOF的开发过程中获得的，它是用于多种串联氧化多组分反应的通用多相催化剂。这项工作说明了MOF作为可持续化学多功能多相催化剂的潜力。

  DOI：

  10.1002/cctc.201700169

文献信息

• One-pot preparation of isocyanides from amines and their multicomponent reactions: crucial role of dehydrating agent and base
  作者：Sankar K. Guchhait、Garima Priyadarshani、Vikas Chaudhary、Darshan R. Seladiya、Tapan M. Shah、Nikita P. Bhogayta

  DOI：10.1039/c3ra40347e

  日期：——

  A novel one-pot practical approach for the preparation of isocyanide directly from amine and its reaction has been developed. It employs formylation of amine, dehydration of formamide to isocyanide, and its multicomponent reactions (Ugi, Passerini, and Groebke–Blackburn–Bienaymé reactions). This method provides a significant solution to known synthetic difficulties of isocyanides. In this approach

  已开发出一种新颖的一锅实用方法，可直接从胺制备异氰酸酯及其反应。它使用胺的甲酰化，脱水甲酰胺异氰酸酯及其多组分反应（Ugi，Passerini和Groebke–Blackburn–Bienaymé反应）。该方法为解决已知的异氰酸酯合成难题提供了重要的解决方案。在这种方法中，发现脱水剂和碱的性质和化学计量的量以及副产物的催化功能起着至关重要的作用。
• Vitamin C as a green and robust catalyst for the fast and efficient synthesis of valuable organic compounds via multi-component reactions in water
  作者：Ahmad Shaabani、Vida Khodkari、Mohammad Taghi Nazeri、Shima Ghasemi、Reza Mohammadian、Shabnam Shaabani

  DOI：10.1007/s13738-019-01655-w

  日期：2019.8

  present paper, we report l-ascorbic acid (vitamin C) as an efficient and robust catalyst for the straightforward synthesis of various organic compounds, including carboxamide, benzodiazepine and benzoxazepine derivatives. These compounds with potential drug value which exhibit a broad spectrum biological and pharmacological activities were successfully accessed with vitamin C catalytic system under environmentally

  摘要在本文中，我们报告了1-抗坏血酸（维生素C）作为直接合成各种有机化合物（包括羧酰胺，苯并二氮杂卓和苯并氮杂卓衍生物）的有效和稳健的催化剂。在水中环境友好的条件下，使用维生素C催化系统成功地获得了具有广谱生物学和药理活性的具有潜在药物价值的化合物。该方案的主要优点是操作简便，反应条件温和，反应时间短且收率高以及底物通用性好。 图形概要
• Passerini three-component cascade reactions in deep eutectic solvent: an environmentally benign and rapid system for the synthesis of α-acyloxyamides
  作者：Ahmad Shaabani、Ronak Afshari、Seyyed Emad Hooshmand

  DOI：10.1007/s11164-015-2390-x

  日期：2016.6

  A greener synthesis of α-acyloxyamides was achieved by one-pot three component cascade Passerini reactions in a deep eutectic solvent (DES). Reactions proceeded rapidly and afforded the corresponding α-acyloxyamides by a variety of aldehydes, acids and isocyanides in excellent yields. The DES has the advantages of easy workup, high yield, and an environmentally benign and, moreover, shortened time as the greatest exclusivity of this system compared with previously reported methods. Passerini three-component cascade reaction in a deep eutectic solvent: an environmentally benign and rapid system for the synthesis of α-acyloxyamides.

  通过在深共熔溶剂（DES）中进行一锅三组分级联Passerini反应，成功实现了更绿色的α-酰氧基酰胺合成。反应迅速进行，并通过多种醛、酸和异氰化物获得相应的α-酰氧基酰胺，产率极高。该DES具有易于处理、高产率以及环保的优势，而且与之前报道的方法相比，其时间更短，是该系统最大的独特之处。在深共熔溶剂中进行的Passerini三组分级联反应：一种环保、快速的α-酰氧基酰胺合成系统。
• Fast and efficient solvent-free Passerini reaction
  作者：Till Bousquet、Mouhamad Jida、Mohamad Soueidan、Rebecca Deprez-Poulain、Francine Agbossou-Niedercorn、Lydie Pelinski

  DOI：10.1016/j.tetlet.2011.11.028

  日期：2012.1

  A Passerini three component condensation between a carboxylic acid, an aldehyde, and an isocyanide at high temperature under solvent-free conditions was developed. This methodology allows the formation of a broad range of alpha-acyloxyamides in excellent yields in short reaction times. (C) 2011 Elsevier Ltd. All rights reserved.
• Supported <i>p</i>-Toluenesulfonic Acid as a Highly Robust and Eco-Friendly Isocyanide Scavenger
  作者：Jhonny Azuaje、Alberto Coelho、Abdelaziz El Maatougui、José Manuel Blanco、Eddy Sotelo

  DOI：10.1021/co100035z

  日期：2011.1.10

  We document here the use of polymer-supported p-toluenesulfonic acid as a highly effective, robust, economical and eco-friendly isocyanide scavenger. The herein described strategy; circumvent the intense and repulsive odor of volatile isocyanides, enabling simplified and odorless workup and purifications. The usefulness of the new scavengers has been validated in a set of diverse isocyanide-based organic transformations and this approach is also amenable to parallel synthesis techniques.