6-amino-2,4-dihydro-4-(4-methoxyphenyl)-3,4-dimethylpyrano[2,3-c]pyrazole-5-carbonitrile | 1235990-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-amino-2,4-dihydro-4-(4-methoxyphenyl)-3,4-dimethylpyrano[2,3-c]pyrazole-5-carbonitrile
• CAS: 1235990-59-6
• 化学式: C₁₆H₁₆N₄O₂
• 分子量: 296.329
• InChiKey: HCLPINNPVHBVOL-UHFFFAOYSA-N

物化性质

• 熔点：
  190-191 °C
• 沸点：
  566.9±50.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  96.95
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 对甲氧基苯乙酮 、 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-2,4-dihydro-4-(4-methoxyphenyl)-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

• Bovine serum albumin catalyzed one-pot, three-component synthesis of dihydropyrano[2,3-c]pyrazole derivatives in aqueous ethanol
  作者：Kiran S. Dalal、Yogesh A. Tayade、Yogesh B. Wagh、Darshak R. Trivedi、Dipak S. Dalal、Bhushan L. Chaudhari

  DOI：10.1039/c5ra13014j

  日期：——

  (BSA) catalyzed synthesis of dihydropyrano[2,3-c]pyrazole derivatives via a one pot, three component reaction of an aldehyde/ketone/isatin, malononitrile and 3-methyl-1H-pyrazol-5-(4H)-one in H2O–EtOH (7 : 3) at ambient temperature was developed in this work. The catalyst was found to work efficiently for aldehydes, ketones and isatins to give the corresponding dihydropyrano[2,3-c]pyrazole and spiro[indoline-3

  牛血清白蛋白（BSA）通过一锅，醛/酮/ Isatin，丙二腈和3-甲基-1 H-吡唑-5-（4）的三组分反应催化合成二氢吡喃并[2,3- c ]吡唑衍生物在这项工作中，在环境温度下在H 2 O–EtOH（7：3）中形成了H）-1。发现该催化剂可有效地用于醛，酮和靛红，得到相应的二氢吡喃并[2,3- c ]吡唑和螺[吲哚啉-3,4'-吡喃并[2,3- c][吡唑]衍生物的收率很高。BSA对各种醛，芳族/脂肪族酮和取代的isatins表现出广泛的催化混杂性。使用对环境无害的方案，催化剂的可重复使用性，避免使用有害溶剂，优异的收率，易于加工且不会形成副产物，使得BSA成为进一步用作生物催化剂的有吸引力的候选者。