6-amino-2,4-dihydro-3-methyl-4,4-diphenylpyrano[2,3-c]pyrazole-5-carbonitrile | 1235990-68-7

• 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-2,4-dihydro-3-methyl-4,4-diphenylpyrano[2,3-c]pyrazole-5-carbonitrile
• 英文别名: 6-amino-3-methyl-4,4-diphenyl-2H-pyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 1235990-68-7；81000-15-9
• 化学式: C₂₀H₁₆N₄O
• 分子量: 328.373
• InChiKey: WCTFCBCRZXXOOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  2-二苯甲基亚基丙二腈 、 3-甲基-2-吡唑啉-5-酮 以66%的产率得到
  参考文献：
  名称：

  ABDOU, SADEK;FAHMY, SHERIF, MAHMOUD;SADEK, KAMAL, USEF;ELNAGDI, MOHAMED, +, HETEROCYCLES, 1981, 16, N 12, 2177-2180

  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.
• 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.
• A New Facile Ultrasound-Assisted Magnetic Nano-[CoFe2O4]-Catalyzed One-Pot Synthesis of Pyrano[2,3-c]pyrazoles
  作者：M. Mishra、A. Nizam、K. J. Jomon、K. Tadaparthi

  DOI：10.1134/s1070428019120194

  日期：2019.12

  Pyrano[2,3-c]pyrazole derivatives have been synthesized through a one-pot multicomponent condensation of various aldehydes, dialdehydes, and ketones with malononitrile, ethyl acetoacetate, hydrazine hydrate (or phenylhydrazine) in the presence of magnetic nano-[CoFe2O4] catalyst under ultrasonic irradiation. The catalyst can be recovered using an external magnet and used repeatedly.