dimethyl 5-butyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate | 918407-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: dimethyl 5-butyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate
• 英文别名: dimethyl 5-butyl-1-phenylpyrazole-3,4-dicarboxylate；Dimethyl 5-butyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate
• CAS: 918407-80-4
• 化学式: C₁₇H₂₀N₂O₄
• 分子量: 316.357
• InChiKey: QXMTWUCZFZYSBR-UHFFFAOYSA-N

物化性质

• 沸点：
  435.0±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N'-phenylpentanehydrazide 、 丁炔二酸二甲酯 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium acetate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以76%的产率得到dimethyl 5-butyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate
  参考文献：
  名称：

  Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

  摘要：

  Rhodium-catalyzed addition-cyclization of hydrazines with alkynes has been achieved to afford highly substituted pyrazoles under mild conditions. The cascade reaction involves two transformations: addition of the C-N bond of hydrazines to alkynes via unexpected C-N bond cleavage and intramolecular dehydration cyclization.

  DOI：

  10.1021/ol501402p

文献信息

• Recyclable supported catalysts in microwave-assisted reactions: first Diels–Alder cycloaddition of a triazole ring
  作者：Ángel Díaz-Ortiz、Abel de Cózar、Pilar Prieto、Antonio de la Hoz、Andrés Moreno

  DOI：10.1016/j.tetlet.2006.10.006

  日期：2006.12

  We describe here the first example in which a 1,2,3-triazole ring acts as a diene towards DMAD in microwave-assisted solvent-free Diels-Alder cycloadditions. The extrusion of a molecule of a nitrile affords pyrazole derivatives as the products. The yields can be markedly increased by using a recyclable supported Lewis acid catalyst, which can be reused at least five times without a decrease in the yield. (c) 2006 Elsevier Ltd. All rights reserved.