N-[[(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)-phenylmethylidene]amino]benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[[(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)-phenylmethylidene]amino]benzamide
• 化学式: C₂₄H₂₀N₄O₂
• 分子量: 396.448
• InChiKey: OYMDHVVRMFYQLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.13
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  bis(acetylacetonato)dioxidomolybdenum(VI) 、 N-[[(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)-phenylmethylidene]amino]benzamide 以 甲醇 为溶剂， 反应 4.0h， 以89%的产率得到[Mo^VIO₂(bp-bhz)(MeOH)]
  参考文献：
  名称：

  Catalytic oxidation of secondary alcohols by molybdenum complexes derived from 4-acyl pyrazolone in presence and absence of an N-based additive: Conventional versus microwave assisted method

  摘要：

  Four dioxidomolybdenum(VI) complexes, [(MoO2)-O-VI(bp-bhz)(MeOH)] (1), [(MoO2)-O-VI(bp-inh)(MeOH)] (2), [(MoO2)-O-VI(bp-nah)(MeOH)] (3) and [(MoO2)-O-VI(bp-fah)(MeOH)] (4) have been isolated with ONO tridentate Schiff base ligands, H(2)bp-bhz (I), H(2)bp-inh (II), H(2)bp-nah (III) and H(2)bp-fah (IV) [where ligands I-IV are derived from 4-benzoyl-3-methyl-1-phenyl-2-pyrazoline-5-one (Hbp) and isonicotinoyl hydrazide (Hinh), benzoyl hydrazide (Hbhz), nicotinoyl hydrazide (Hnah) or furoyl hydrazide (Hfah), respectively] and characterized. Structures of complexes [(MoO2)-O-VI(bp-bhz)(MeOH)] (1) and [(MoO2)-O-VI(bp-nah)(DMSO)]center dot 0.5H(2)O (3a) have been confirmed by single crystal X-ray study. Using conventional and microwave-assisted methods, these complexes have been tested as catalysts for the oxidation of secondary alcohols (1-phenylethanol, 2-propanol and 2-butanol) in the presence of 30% H2O2 as an oxidant. Various parameters such as amounts of catalyst, oxidant, solvent and temperature of the reaction mixture have been taken into consideration for the maximum conversion of substrates. Under the atmospheric optimized reaction conditions, secondary alcohols give high yield of the corresponding ketones selectively. Addition of an N-based additive reduces the reaction time considerably. Microwave irradiation effect on the reaction time and yield has been taken into consideration to conclude that microwave method is more efficient compared to conventional liquid phase method. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.09.013
• 作为产物：
  描述：

  苯甲酰肼 、 4-苯甲酰基-3-甲基-1-苯基-2-吡唑-5-酮 以 甲醇 为溶剂， 反应 6.0h， 以89%的产率得到N-[[(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)-phenylmethylidene]amino]benzamide
  参考文献：
  名称：

  Catalytic oxidation of secondary alcohols by molybdenum complexes derived from 4-acyl pyrazolone in presence and absence of an N-based additive: Conventional versus microwave assisted method

  摘要：

  Four dioxidomolybdenum(VI) complexes, [(MoO2)-O-VI(bp-bhz)(MeOH)] (1), [(MoO2)-O-VI(bp-inh)(MeOH)] (2), [(MoO2)-O-VI(bp-nah)(MeOH)] (3) and [(MoO2)-O-VI(bp-fah)(MeOH)] (4) have been isolated with ONO tridentate Schiff base ligands, H(2)bp-bhz (I), H(2)bp-inh (II), H(2)bp-nah (III) and H(2)bp-fah (IV) [where ligands I-IV are derived from 4-benzoyl-3-methyl-1-phenyl-2-pyrazoline-5-one (Hbp) and isonicotinoyl hydrazide (Hinh), benzoyl hydrazide (Hbhz), nicotinoyl hydrazide (Hnah) or furoyl hydrazide (Hfah), respectively] and characterized. Structures of complexes [(MoO2)-O-VI(bp-bhz)(MeOH)] (1) and [(MoO2)-O-VI(bp-nah)(DMSO)]center dot 0.5H(2)O (3a) have been confirmed by single crystal X-ray study. Using conventional and microwave-assisted methods, these complexes have been tested as catalysts for the oxidation of secondary alcohols (1-phenylethanol, 2-propanol and 2-butanol) in the presence of 30% H2O2 as an oxidant. Various parameters such as amounts of catalyst, oxidant, solvent and temperature of the reaction mixture have been taken into consideration for the maximum conversion of substrates. Under the atmospheric optimized reaction conditions, secondary alcohols give high yield of the corresponding ketones selectively. Addition of an N-based additive reduces the reaction time considerably. Microwave irradiation effect on the reaction time and yield has been taken into consideration to conclude that microwave method is more efficient compared to conventional liquid phase method. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.09.013

文献信息

• Catalytic oxidation of secondary alcohols by molybdenum complexes derived from 4-acyl pyrazolone in presence and absence of an N-based additive: Conventional versus microwave assisted method
  作者：Mannar R. Maurya、Neeraj Saini、Fernando Avecilla

  DOI：10.1016/j.ica.2015.09.013

  日期：2015.11

  Four dioxidomolybdenum(VI) complexes, [(MoO2)-O-VI(bp-bhz)(MeOH)] (1), [(MoO2)-O-VI(bp-inh)(MeOH)] (2), [(MoO2)-O-VI(bp-nah)(MeOH)] (3) and [(MoO2)-O-VI(bp-fah)(MeOH)] (4) have been isolated with ONO tridentate Schiff base ligands, H(2)bp-bhz (I), H(2)bp-inh (II), H(2)bp-nah (III) and H(2)bp-fah (IV) [where ligands I-IV are derived from 4-benzoyl-3-methyl-1-phenyl-2-pyrazoline-5-one (Hbp) and isonicotinoyl hydrazide (Hinh), benzoyl hydrazide (Hbhz), nicotinoyl hydrazide (Hnah) or furoyl hydrazide (Hfah), respectively] and characterized. Structures of complexes [(MoO2)-O-VI(bp-bhz)(MeOH)] (1) and [(MoO2)-O-VI(bp-nah)(DMSO)]center dot 0.5H(2)O (3a) have been confirmed by single crystal X-ray study. Using conventional and microwave-assisted methods, these complexes have been tested as catalysts for the oxidation of secondary alcohols (1-phenylethanol, 2-propanol and 2-butanol) in the presence of 30% H2O2 as an oxidant. Various parameters such as amounts of catalyst, oxidant, solvent and temperature of the reaction mixture have been taken into consideration for the maximum conversion of substrates. Under the atmospheric optimized reaction conditions, secondary alcohols give high yield of the corresponding ketones selectively. Addition of an N-based additive reduces the reaction time considerably. Microwave irradiation effect on the reaction time and yield has been taken into consideration to conclude that microwave method is more efficient compared to conventional liquid phase method. (C) 2015 Elsevier B.V. All rights reserved.