2,3-dimethyl-1-phenyl-4-(3-pyridylmethyleneamino)-3-pyrazoin-5-one | 70318-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,3-dimethyl-1-phenyl-4-(3-pyridylmethyleneamino)-3-pyrazoin-5-one
• 英文别名: 1,5-dimethyl-2-phenyl-4-([(1E)-pyridine-3-ylmethylene]amino)-1,2-dihydro-3H-pyrazol-3-one；(E)-1,5-dimethyl-2-phenyl-4-(pyridin-3-ylmethyleneamino)-1H-pyrazol-3(2H)-one；N-(3-pyridinemethylene)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one；4-(pyridine-3-carboxalidene)aminoantipyrine；1,5-dimethyl-2-phenyl-4-pyridin-4-ylmethyleneamino-1,2-dihydro-pyrazol-3-one；1,5-dimethyl-2-phenyl-4-[3]pyridylmethylenamino-1,2-dihydro-pyrazol-3-one；1,5-Dimethyl-2-phenyl-4-[3]pyridylmethylenamino-1,2-dihydro-pyrazol-3-on
• CAS: 70318-35-3
• 化学式: C₁₇H₁₆N₄O
• 分子量: 292.34
• InChiKey: AWVOIPJLUITJBA-XDHOZWIPSA-N

物化性质

• 熔点：
  201-205 °C
• 沸点：
  440.0±55.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.18
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,3-dimethyl-1-phenyl-4-(3-pyridylmethyleneamino)-3-pyrazoin-5-one 、 iron(III) chloride hexahydrate 以 甲醇 为溶剂， 以60%的产率得到(FeCl2(1,5-dimethyl-2-phenyl-4-([(1E)-pyridine-3-ylmethylene]amino)-1,2-dihydro-3H-pyrazol-3-one))n
  参考文献：
  名称：

  A dinuclear copper(II) complex and a zigzag chain iron(II) polymer based on the 4-antipyrine derived Schiff base ligands: The hydroxylation and redox occurred under the solvothermal conditions

  摘要：

  A new dinuclear copper(II) compound, [Cu-2(L1-O)(2)] (1) (L1 = (4E)-4-(2-hydroxybenzylideneamino)-1,2-dihydro-2,3-dimethyl-lphenylpyrazol-5-one), and zigzag chain polymer, {[FeCl2(L2)]}(n), (2) (L2=1,5-dimethyl-2-phenyl-4-f[(1E)-pyridine-4-ylmethylene]amino}-1,2-dihydro-3 H-pyrazol-3-one), were synthesized by solvothermal reactions and structurally characterized. The methyl group hydroxylation and the redox have been observed in the preparation of 1 and 2, respectively. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2007.03.008
• 作为产物：
  描述：

  3-吡啶甲醛 、 4-氨基安替比林 以 甲醇 为溶剂， 反应 1.0h， 以95%的产率得到2,3-dimethyl-1-phenyl-4-(3-pyridylmethyleneamino)-3-pyrazoin-5-one
  参考文献：
  名称：

  Radhakrishnan, P. S.; Indrasenan, P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1989, vol. 28, # 3, p. 234 - 236

  摘要：

  DOI：

文献信息

• Eynde, Jean Jacques Vanden; Fromont, Dorotheee, Bulletin des Societes Chimiques Belges, 1997, vol. 106, # 7-8, p. 393 - 398
  作者：Eynde, Jean Jacques Vanden、Fromont, Dorotheee

  DOI：——

  日期：——
• Khan, Khalid Mohammed; Khan, Akbar; Taha, Muhammad, Journal of the Chemical Society of Pakistan, 2015, vol. 37, # 4, p. 802 - 810
  作者：Khan, Khalid Mohammed、Khan, Akbar、Taha, Muhammad、Salar, Uzma、Hameed, Abdul、Ismail, Nor Hadiani、Jamil, Waqas、Saad, Syed Muhammad、Perveen, Shahnaz、Kashif, Syed Muhammad

  DOI：——

  日期：——
• Molecular structure of di-aryl-aldimines by multinuclear magnetic resonance and X-ray diffraction
  作者：Rubén Montalvo-González、Armando Ariza-Castolo

  DOI：10.1016/s0022-2860(03)00279-5

  日期：2003.8

  The complete H-1, C-13 and N-15 NMR analyses for a series of 25 diaryl-aldimines containing phenyl, pyridyl, pyrazolone and furanyl moieties are described herein. Detailed evaluation of substituent chemical shift and coupling constant effects showed that interaction between the lone pair of the pyrazolone carbonyl group or the nitrogen of 2-substitued pyridines with the aldimine hydrogen increases the (1)J(CH) value and shifts the resonance signal for this hydrogen to high frequency, in the H-1 NMR spectra. The X-ray crystal structure analysis of pyrazolone substituted aldimines evidenced the planarity of the aryl groups which are conjugated with the C=N double bond. In the case of the N-(2-pyridinemethylene)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one, two rotamers were observed in the same unit cell. (C) 2003 Elsevier B.V. All rights reserved.
• Radhakrishnan, P. S.; Indrasenan, P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1989, vol. 28, # 3, p. 234 - 236
  作者：Radhakrishnan, P. S.、Indrasenan, P.

  DOI：——

  日期：——
• A dinuclear copper(II) complex and a zigzag chain iron(II) polymer based on the 4-antipyrine derived Schiff base ligands: The hydroxylation and redox occurred under the solvothermal conditions
  作者：Xian-Wen Wang、Yue-Qing Zheng

  DOI：10.1016/j.inoche.2007.03.008

  日期：2007.6

  A new dinuclear copper(II) compound, [Cu-2(L1-O)(2)] (1) (L1 = (4E)-4-(2-hydroxybenzylideneamino)-1,2-dihydro-2,3-dimethyl-lphenylpyrazol-5-one), and zigzag chain polymer, [FeCl2(L2)]}(n), (2) (L2=1,5-dimethyl-2-phenyl-4-f[(1E)-pyridine-4-ylmethylene]amino}-1,2-dihydro-3 H-pyrazol-3-one), were synthesized by solvothermal reactions and structurally characterized. The methyl group hydroxylation and the redox have been observed in the preparation of 1 and 2, respectively. (c) 2007 Elsevier B.V. All rights reserved.