2-amino-3-cyano-7H-5-methylspiropyrazole> | 132814-02-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-amino-3-cyano-7H-5-methylspiropyrazole>
• 英文别名: 6'-Amino-3'-methyl-2'H-spiro[cyclohexane-1,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile；6-amino-3-methylspiro[2H-pyrano[2,3-c]pyrazole-4,1'-cyclohexane]-5-carbonitrile
• CAS: 132814-02-9
• 化学式: C₁₃H₁₆N₄O
• mdl: MFCD01242852
• 分子量: 244.296
• InChiKey: YCHIEBSYBGCZJU-UHFFFAOYSA-N

物化性质

• 沸点：
  549.9±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 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-环己基亚己基丙二腈 、 3-甲基-2-吡唑啉-5-酮 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 25.0h， 以69%的产率得到2-amino-3-cyano-7H-5-methylspiropyrazole>
  参考文献：
  名称：

  Multicomponent synthesis of 2-alkylthio-6-amino-3,5-dicyano-1,4-dihydropyridine-4-spirocycloalkanes. Molecular and crystal structure of 6-amino-2-(2-methylbenzylthio)-3,5-dicyano-1,4-dihydropyridine-4-spirocyclopentane

  摘要：

  2-Alkylthio-6-amino-3,5-dicyano-1,4-dihydropyridine-4-spirocycloalkanes were synthesized via the reaction of cycloalkylidene malononitriles with cyanothioacetamide and alkyl halides. The structure of 6-amino-2-(2-methylbenzylthio)-3,5-dicyano-1,4-dihydropyridine-4-spirocyclopentane was determined by the X-ray diffraction analysis.

  DOI：

  10.1134/s1070363211040232

文献信息

• Facile synthesis of pyranopyrazoles and 3,4-dihydropyrimidin-2(1H)-ones by a Ti-grafted polyamidoamine dendritic silica hybrid catalyst via a dual activation route
  作者：P. S. Sinija、K. Sreekumar

  DOI：10.1039/c5ra16723j

  日期：——

  preparation of biologically potent pyranopyrazoles and 3,4-dihydropyrimidin-2(1H)-ones are described here. A Ti-grafted polyamidoamine dendritic silica hybrid catalyst was successfully synthesized, and its catalytic performance was studied in two important multicomponent reactions such as Biginelli reaction and pyranopyrazole synthesis. Studies demonstrate that the crystalline pore wall structure of the dendritic

  一种简单，高效且环保的方法，可制备具有生物活性的吡喃并吡唑和3,4-二氢嘧啶-2（1 H）-此处描述了一个。成功合成了钛接枝的聚酰胺型胺型树枝状二氧化硅杂化催化剂，并在Biginelli反应和吡喃并吡咯合成等两个重要的多组分反应中研究了其催化性能。研究表明，树枝状二氧化硅杂化催化剂的结晶孔壁结构使反应物易于吸附。二氧化硅表面的路易斯酸性和路易斯碱性相结合，有助于并加速高产率合成所需产物。本方法的关键优点是产物的优异产率，低催化剂负载，较短的反应时间，容易的后处理以及通过非色谱法纯化产物和催化剂的可重复使用性。
• 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。
• Multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles catalyzed by lipase from Aspergillus niger
  作者：Pranjal P. Bora、Manisha Bihani、Ghanashyam Bez

  DOI：10.1016/j.molcatb.2013.03.015

  日期：2013.8

  Lipase from Aspergillus niger (ANL) was found to be an extremely effective catalyst for four-component synthesis of dihydropyrano[2,3-c]pyrazoles from a stoichiometric mixture of ethyl acetoacetate, hydrazine hydrate, aldehyde/ketone, and malononitrile in ethanol. The lipase ANL showed a broad range of enzymatic promiscuity toward various aromatic and aliphatic aldehydes as well as ketones. Use of environmentally benign biocatalyst, reusability of the catalyst, room temperature reaction conditions, no hazardous solvent, and excellent yields are some of the important features of this protocol. (C) 2013 Elsevier B.V. All rights reserved.
• Abdel-Latif, Fathy Fahim, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1990, vol. 45, # 12, p. 1675 - 1678
  作者：Abdel-Latif, Fathy Fahim

  DOI：——

  日期：——
• ABBEL-LATIF, FATHY FAHIM, Z. NATURFORSCH. B, 45,(1990) N2, C. 1675-1678
  作者：ABBEL-LATIF, FATHY FAHIM

  DOI：——

  日期：——