6-amino-3-methyl-4-(2-hydroxynaphthalen-1-yl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile | 881041-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-amino-3-methyl-4-(2-hydroxynaphthalen-1-yl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• 英文别名: 6-Amino-4-(2-hydroxy-1-naphthyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile；6-amino-4-(2-hydroxynaphthalen-1-yl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 881041-06-1；939894-57-2
• 化学式: C₁₈H₁₄N₄O₂
• mdl: MFCD09789122
• 分子量: 318.335
• InChiKey: DFTOBTKXBBLOHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  碘代醋酸乙酯 、 2-羟基-1-萘甲醛 、 丙二腈 在 1-(carboxymethyl)pyridinium iodide 、 一水合肼 作用下， 以 neat (no solvent) 为溶剂， 反应 0.05h， 以85%的产率得到6-amino-3-methyl-4-(2-hydroxynaphthalen-1-yl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
  参考文献：
  名称：

  Catalytic application of 1-(carboxymethyl)pyridinium iodide on the synthesis of pyranopyrazole derivatives

  摘要：

  In this investigation, acetic acid functionalized pyridinium salt, namely 1-(carboxymethyl)pyridinium iodide {[cmpy]I}, has been introduced as reusable catalyst for green, simple and efficient synthesis of 6-amino-4-(4-methoxypheny1)-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles by the one-pot tandem four-component condensation reaction of aryl aldehydes with ethyl acetoacetate, malononitrile and hydrazine hydrate at 100 degrees C under solvent-free conditions. Additionally, H-1 and C-13 NMR, mass, CHN analysis, Fourier transform infrared spectroscopy (FT-IR), scanning electron microscope (SEM), thermal gravimetric analysis (TGA), differential thermal gravimetric (DTG), X-ray diffraction analysis (XRD), and calculation of crystallite size and inter planer distance of the catalyst have been investigated. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.02.003

文献信息

• Synthesis of 6-Amino-2,4-dihydropyrano[2,3-<i>c</i>]pyrazol-5-carbonitriles Catalyzed by Silica-Supported Tetramethylguanidine Under Solvent-Free Conditions
  作者：Amol B. Atar、Jong Tae Kim、Kwon Taek Lim、Yeon Tae Jeong

  DOI：10.1080/00397911.2014.913634

  日期：2014.9.17