6-amino-2,4-dihydro-3-methyl-4-(pyran-1-yl)pyrano[2,3-c]pyrazole-5-carbonitrile | 1235990-46-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 6-amino-2,4-dihydro-3-methyl-4-(pyran-1-yl)pyrano[2,3-c]pyrazole-5-carbonitrile
• 英文别名: 6-Amino-3-methyl-4-pyren-1-yl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile；6-amino-3-methyl-4-pyren-1-yl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 1235990-46-1
• 化学式: C₂₄H₁₆N₄O
• 分子量: 376.417
• InChiKey: PZWADGFUVHYSLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  1-芘甲醛 、 乙酰乙酸乙酯 、 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-2,4-dihydro-3-methyl-4-(pyran-1-yl)pyrano[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

• Solvent-free multicomponent synthesis of pyranopyrazoles: per-6-amino-β-cyclodextrin as a remarkable catalyst and host
  作者：Kuppusamy Kanagaraj、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2010.04.087

  日期：2010.6

  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.