1-(3,4-dicyanophenyl)-(4-p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one | 957779-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3,4-dicyanophenyl)-(4-p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one
• 英文别名: 4-[4-(4-Fluorophenyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]benzene-1,2-dicarbonitrile
• CAS: 957779-64-5
• 化学式: C₁₇H₁₀FN₅O
• 分子量: 319.298
• InChiKey: PNJXYINUHCMSTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3,4-dicyanophenyl)-(4-p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one 、 zinc diacetate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 further solvent(s) 为溶剂， 以57%的产率得到
  参考文献：
  名称：

  Microwave-assisted and conventional synthesis of new phthalocyanines containing 4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one moieties

  摘要：

  New metal-free and metal (Zn, Ni, Cu and Co) phthalocyanines containing 4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one moiety have been prepared from 1-(3,4-dicyanophenyl)-4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one by both conventional and microwave-assisted methods. All of these compounds are soluble in CHCl3, DMF and DMSO. The new compounds have been characterized by elemental analysis, IR, NMR, UV-Vis spectroscopies. The crystal structures of compounds I and 11 were also determined by the single crystal diffraction technique. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.067
• 作为产物：
  描述：

  4-(4-氟苯基)-3-甲基-1H-1,2,4-噻唑-5(4H)-酮 、 4-硝基邻苯二甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成 1-(3,4-dicyanophenyl)-(4-p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one
  参考文献：
  名称：

  Microwave-assisted and conventional synthesis of new phthalocyanines containing 4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one moieties

  摘要：

  New metal-free and metal (Zn, Ni, Cu and Co) phthalocyanines containing 4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one moiety have been prepared from 1-(3,4-dicyanophenyl)-4-(p-fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one by both conventional and microwave-assisted methods. All of these compounds are soluble in CHCl3, DMF and DMSO. The new compounds have been characterized by elemental analysis, IR, NMR, UV-Vis spectroscopies. The crystal structures of compounds I and 11 were also determined by the single crystal diffraction technique. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.067

文献信息

• Perfluorophthalocyanine Molecules and Methods of Synthesis
  申请人：Gorun Sergiu M.

  公开号：US20110172437A1

  公开（公告）日：2011-07-14

  Advantageous methods for synthesis of fluorinated phthalocyanines are provided. Typical implementation involves a reaction mixture that includes perfluoro compound that is reacted for a reaction period sufficient to yield a fluorinated phthalocyanine of formula F 64 PcM, wherein “Pc” is any phthalocyanine macrocycle and “M” is hydrogen. Novel fluorinated phthalocyanine molecules/compounds are also provided herein, including specifically compounds that include fluorinated phthalocyanines wherein “M” is Cu or V═O. The fluorinated phthalocyanines have wide ranging applications, e.g., corrosion-related applications, coating-related applications, catalysis, and the production of optical and electronic materials.

  本文提供了合成含氟酞菁的有利方法。典型实施涉及反应混合物，其中包括全氟化合物，反应时间足以产生式F64PcM的含氟酞菁，其中“Pc”是任何酞菁大环，而“M”是氢。本文还提供了新型含氟酞菁分子/化合物，包括具体包括含氟酞菁的化合物，其中“M”是Cu或V═O。这些含氟酞菁具有广泛的应用，例如与腐蚀有关的应用，涂层相关的应用，催化和光电材料的生产。
• PERFLUOROPHTHALOCYANINE MOLECULES AND METHODS FOR SYNTHESIS
  申请人：New Jersey Institute of Technology

  公开号：EP2285909A1

  公开（公告）日：2011-02-23
• Microwave-Assisted Synthesis of Perfluorophthalocyanine Molecules
  申请人：Gorun Sergiu M.

  公开号：US20110168543A1

  公开（公告）日：2011-07-14

  Advantageous microwave-assisted methods for synthesis of fluorinated phthalocyanines are provided. The microwave-assisted methods offer enhanced yields, substantially eliminate reaction solvents, and facilitate purification relative to conventional synthesis techniques. Typical implementation involve a reaction mixture that includes perfluoro-phthalonitrile that is reacted in a vessel with application of microwave energy for a reaction period sufficient to yield a fluorinated phthalocyanine. The fluorinated phthalocyanines synthesized according to the disclosed microwave-assisted methods have wide ranging applications, e.g., corrosion-related applications, coating-related applications, catalysis, and the production of optical and electronic materials.
• [EN] PERFLUOROPHTHALOCYANINE MOLECULES AND METHODS FOR SYNTHESIS<br/>[FR] MOLÉCULES DE PERFLUOROPHTALOCYANINE ET PROCÉDÉS DE SYNTHÈSE
  申请人：NEW JERSEY TECH INST

  公开号：WO2009148693A1

  公开（公告）日：2009-12-10

  Advantageous methods for synthesis of fluorinated phthalocyanines are provided. Typical implementation involves a reaction mixture that includes perfluoro compound that is reacted for a reaction period sufficient to yield a fluorinated phthalocyanine of formula F64PcM, wherein "Pc" is any phthalocyanine macrocycle and "M" is hydrogen. Novel fluorinated phthalocyanine molecules/compounds are also provided herein, including specifically compounds that include fluorinated phthalocyanines wherein "M" is Cu or V=O. The fluorinated phthalocyanines have wide ranging applications, e.g., corrosion-related applications, coating-related applications, catalysis, and the production of optical and electronic materials.