4-benzyl-5-phenyl-2,3-dihydro-1H-pyrazol-3-one | 500584-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-benzyl-5-phenyl-2,3-dihydro-1H-pyrazol-3-one
• 英文别名: 4-benzyl-5-phenyl-1,2-dihydro-pyrazol-3-one；4-Benzyl-5-phenyl-1,2-dihydro-pyrazol-3-on；NoName_1518；4-benzyl-5-phenyl-1,2-dihydropyrazol-3-one
• CAS: 500584-63-4
• 化学式: C₁₆H₁₄N₂O
• 分子量: 250.3
• InChiKey: JMGNYTMPHMEMCN-UHFFFAOYSA-N

物化性质

• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzyl-5-phenyl-2,3-dihydro-1H-pyrazol-3-one 在 氧气 作用下， 生成 4-benzyl-4-hydroxy-5-phenyl-2,4-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Veibel; Linholt, Acta Chemica Scandinavica (1947), 1955, vol. 9, p. 970,972

  摘要：

  DOI：
• 作为产物：
  描述：

  4-benzylidene-5-phenyl-2,4-dihydro-pyrazol-3-one 在 Hantzsch 1,4-dihydropyridine 作用下， 以 乙醇 为溶剂， 以96%的产率得到4-benzyl-5-phenyl-2,3-dihydro-1H-pyrazol-3-one
  参考文献：
  名称：

  Selective Reduction of the Exocyclic Double Bond of Isoxazolones and Pyrazolones by Hantzsch 1,4-Dihydropyridine

  摘要：

  Hantzsch 1,4-二氢吡啶（HEH）用于选择性还原4-芳基亚甲基和4-烷亚基-4H-异恶唑-5-酮和4-芳基亚甲基-4H-吡唑-5-酮的外环双键。

  DOI：

  10.1055/s-2005-869860

文献信息

• SYNTHESIS, POTENTIOMETRIC TITRATIONS, AND SPECTRA OF PYRAZOLONES
  作者：Paul E. Gagnon、Jean L. Boivin、René J. Paquin

  DOI：10.1139/v53-135

  日期：1953.11.1

  3-diphenyl 5-pyrazolones monosubstituted in position 4 by alkyl radicals R (R = H, CnH2n+1(n-1 to 10), and C6H5CH2.). The dissociation constants of the pyrazolones were determined by potentiometric titrations. A study was made of the ultraviolet absorption spectra in both neutral and acid medium and of the infrared absorption spectra. X-ray powder diffraction patterns and data of the pyrazolones were obtained

  通过正烷基卤化物与苯甲酰乙酸乙酯缩合获得的单取代苯甲酰乙酸酯与肼和苯肼反应，得到 3-苯基和 1,3-二苯基 5-吡唑啉酮在 4 位被烷基 R 单取代（R = H，CnH2n +1（n-1 到 10）和 C6H5CH2。）。吡唑啉酮的解离常数通过电位滴定法测定。对中性和酸性介质中的紫外吸收光谱和红外吸收光谱进行了研究。获得了吡唑啉酮的 X 射线粉末衍射图和数据。
• Morita–Baylis–Hillman adducts as building blocks of heterocycles: a simple approach to 4-substituted pyrazolones, and mechanism investigation via ESI–MS(/MS)
  作者：Rosimeire C. Barcelos、Lucas A. Zeoly、Manoel T. Rodrigues、Bruno R. V. Ferreira、Marcos N. Eberlin、Fernando Coelho

  DOI：10.1007/s00706-015-1427-6

  日期：2015.9

  We describe herein an efficient approach for the preparation of 4-substituted 2,3-dihydro-1H-pyrazol-3-ones starting from Morita-Baylis-Hillman adducts. These heterocycles were obtained in two or three steps as single isomers with moderate to good overall yields. One efficient and alternative methodology for the synthesis of alpha-methyl-beta-ketoesters is also reported (up to 91 % yield). Additionally, the mechanism of formation of pyrazolones was investigated employing ESI-MS/MS reaction monitoring.
• Veibel; Linholt, Acta Chemica Scandinavica (1947), 1954, vol. 8, p. 1383,1385, 1386
  作者：Veibel、Linholt

  DOI：——

  日期：——