N-cyclohexyl-α-(4-methylbenzoyloxy)pyridine-4-acetamide | 1346446-33-0

• 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-cyclohexyl-α-(4-methylbenzoyloxy)pyridine-4-acetamide
• 英文别名: N-cyclohexyl-alpha-(4-methylbenzoyloxy)pyridine-4-acetamide；[2-(cyclohexylamino)-2-oxo-1-pyridin-4-ylethyl] 4-methylbenzoate
• CAS: 1346446-33-0
• 化学式: C₂₁H₂₄N₂O₃
• 分子量: 352.433
• InChiKey: LOISKENGRWUCQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 、 异氰环已烷 、 对甲基苯甲酸 以 水 为溶剂， 反应 1.0h， 以96%的产率得到N-cyclohexyl-α-(4-methylbenzoyloxy)pyridine-4-acetamide
  参考文献：
  名称：

  通过吡啶甲醛，环己基异氰化物和苯甲酸衍生物之间的三组分反应，绿色合成和表征新型α-酰氧基羧酰胺

  摘要：

  摘要通过吡啶甲醛，环己基异氰酸酯和苯甲酸衍生物在水中的Passerini三组分反应，合成并表征了新型α-酰氧基羧酰胺。反应在室温下在一锅中以定量产率进行。无需纯化即可获得产物。 图形概要

  DOI：

  10.1007/s00706-011-0536-0

文献信息

• 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。
• Green synthesis and characterization of novel α-acyloxycarboxamides through three-component reaction between pyridine carbaldehydes, cyclohexyl isocyanide, and benzoic acid derivatives
  作者：Esmail Vessally、Ali Ramazani、Elham Yaaghubi

  DOI：10.1007/s00706-011-0536-0

  日期：2011.11

  AbstractNovel α-acyloxycarboxamides were synthesized and characterized by the Passerini three-component reaction between pyridine carbaldehydes, cyclohexyl isocyanide, and benzoic acid derivatives in water. The reactions were carried out in one pot at room temperature with a quantitative yield. The products were obtained without any need for purification. Graphical abstract

  摘要通过吡啶甲醛，环己基异氰酸酯和苯甲酸衍生物在水中的Passerini三组分反应，合成并表征了新型α-酰氧基羧酰胺。反应在室温下在一锅中以定量产率进行。无需纯化即可获得产物。 图形概要