6-amino-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile | 134836-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-amino-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• 英文别名: 6-amino-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 134836-52-5
• 化学式: C₈H₈N₄O
• mdl: MFCD22192253
• 分子量: 176.178
• InChiKey: ARSMQULFEAEFMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-amino-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以85%的产率得到3-Methyl-6-oxo-2,7-dihydropyrazolo[3,4-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Elnagdi, Mohamed Hilmy; Ghozlan, Said Ahmed Soliman; Abdelrazek, Fathy Mohamed, Journal of Chemical Research, Miniprint, 1991, # 5, p. 1021 - 1032

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 3-甲基-2-吡唑啉-5-酮 、 丙二腈 在 三乙胺 作用下， 以 乙醇 为溶剂， 以62%的产率得到6-amino-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
  参考文献：
  名称：

  Elnagdi, Mohamed Hilmy; Ghozlan, Said Ahmed Soliman; Abdelrazek, Fathy Mohamed, Journal of Chemical Research, Miniprint, 1991, # 5, p. 1021 - 1032

  摘要：

  DOI：

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.