6-amino-4-(4-bromophenyl)-2,4-dihydro-3,4-dimethylpyrano[2,3-c]pyrazole-5-carbonitrile | 1235990-52-9

• 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: 6-amino-4-(4-bromophenyl)-2,4-dihydro-3,4-dimethylpyrano[2,3-c]pyrazole-5-carbonitrile
• 英文别名: 6-amino-4-(4-bromophenyl)-3,4-dimethyl-2H-pyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 1235990-52-9
• 化学式: C₁₅H₁₃BrN₄O
• 分子量: 345.198
• InChiKey: AGGBXZDKYAMPLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 4-溴苯乙酮 、 丙二腈 在 一水合肼 、 全氨基倍他环糊精 作用下， 反应 0.02h， 以99%的产率得到6-amino-4-(4-bromophenyl)-2,4-dihydro-3,4-dimethylpyrano[2,3-c]pyrazole-5-carbonitrile
  参考文献：
  名称：

  Solvent-free multicomponent synthesis of pyranopyrazoles: per-6-amino-β-cyclodextrin as a remarkable catalyst and host

  摘要：

  A simple, green and efficient protocol is developed with per-6-amino-beta-cyclodextrin (per-6-ABCD) which acts simultaneously as a supramolecular host and as an efficient solid base catalyst for the solvent-free syntheses of various dihydropyrano[2,3-c]pyrazole derivatives involving a four-component reaction. This atom-economical protocol, reported for the first time with ketones also, includes a much milder procedure, does not involve any tedious work-up or purification, avoids hazardous reagents/byproducts and results in near quantitative yields. The catalyst can be reused at least six times without any change in its catalytic activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.087

文献信息

• Synthesis of pyranopyrazoles using magnetic Fe3O4 nanoparticles as efficient and reusable catalyst
  作者：Mahmoud. Abd El Aleem. Ali. Ali. El-Remaily

  DOI：10.1016/j.tet.2014.03.024

  日期：2014.5

  Magnetic Fe3O4 nanoparticles as a heterogeneous catalyst, were found to be efficient for the synthesis of a series of pyranopyrazoles by a four component reaction of a mixture of hydrazine hydrate, ethyl acetoacetate, aldehydes/ketones and malononitrile in water at room temperature. The products were attributed to the nanosize of about 16 nm in which the catalyst could act as a nanoreactor. The present protocol offers the advantages of clean reaction, short reaction time, high yield, easy purification and economic availability of the catalyst. (C) 2014 Elsevier Ltd. All rights reserved.