4-phenyl-3,5-bis(4-hydroxyphenyl)-1,2,4-triazole | 133028-33-8

• 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-phenyl-3,5-bis(4-hydroxyphenyl)-1,2,4-triazole
• 英文别名: 3,5-bis(4-hydroxyphenyl)-4-phenyl-1,2,4-triazole；4-[5-(4-hydroxyphenyl)-4-phenyl-1,2,4-triazol-3-yl]phenol
• CAS: 133028-33-8
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: KTRZZKMPBQBXMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对羟基苯甲酸 在 盐酸肼 作用下， 生成 4-phenyl-3,5-bis(4-hydroxyphenyl)-1,2,4-triazole
  参考文献：
  名称：

  Hergenrother, Paul M., Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 12, p. 481 - 491

  摘要：

  DOI：

文献信息

• Poly(1,2,4-triazole) via aromatic nucleophilic displacement
  申请人：The United States of America as represented by the United States

  公开号：US05182356A1

  公开（公告）日：1993-01-26

  Poly(1,2,4-triazoles)(PT) have been prepared by involving the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,2,4-triazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions are carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)-1,2,4-triazole monomers are first synthesized by reacting bis(4-hydroxyphenyl) hydrazide with aniline hydrochloride at 250.degree. C. in the melt and also by reacting 1,3 or 1,4-bis-(4-hydroxyphenyl)phenylenedihydrazide with 2 moles of aniline hydrochloride in the melt. Purification of the di(hydroxyphenyl)-1,2,4-triazole monomers is accomplished by recrystallization. This synthetic route has provided high molecular weight PT of new chemical structure, is economically and synthetically more favorable than other routes, and allows for facile chemical structure variation due to the availability of a large variety of activated aromatic dihalides.

  聚(1,2,4-三唑)(PT)是通过将二(羟基苯基)-1,2,4-三唑单体与活性芳香族二卤化物或活性芳香族二硝基化合物进行芳香族亲核置换反应制备的。反应在极性无质子溶剂，如戊二酰亚胺或二苯基砜中，在氮气下高温下使用碱金属碳酸盐，如碳酸钾进行。首先通过将双(4-羟基苯基)腙与盐酸苯胺在熔融状态下反应于250℃，或通过在熔融状态下将1,3或1,4-双(4-羟基苯基)苯基二腙与2摩尔的盐酸苯胺反应来合成二(羟基苯基)-1,2,4-三唑单体。通过重结晶来纯化二(羟基苯基)-1,2,4-三唑单体。这种合成路线提供了具有新化学结构的高分子量PT，比其他路线经济且合成更有利，并且由于有大量活性芳香族二卤化物的可用性，可以轻松进行化学结构变化。
• Di(hydroxyphenyl)-1,2-4-triazole monomers
  申请人：The United States of America as represented by the Administrator of the

  公开号：US05245043A1

  公开（公告）日：1993-09-14

  The di(hydroxyphenyl)-1,2,4-triazole monomers were first synthesized by reacting bis(4-hydroxyphenyl) hydrazide with aniline hydrochloride at 250.degree. C. in the melt and also by reacting 1,3 or 1,4-bis-(4-hydroxyphenyl)phenylene-dihydrazide with 2 moles of aniline hydrochloride in the melt. Purification of the di(hydroxyphenyl)-1,2,4-triazole monomers was accomplished by recrystallization. Poly(1,2,4-triazoles) (PT) were prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,2,4-triazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions were carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. This synthetic route has provided high molecular weight PT of new chemical structure, is economically and synthetically more favorable than other routes, and allows for facile chemical structure variation due to the availability of a large variety of activated aromatic dihalides.

  双(羟基苯基)-1,2,4-三唑单体首先通过将双(4-羟基苯基)肼与盐酸苯胺在250°C的熔融状态下反应合成，并通过将1,3或1,4-双(4-羟基苯基)苯基二肼与2摩尔盐酸苯胺在熔融状态下反应合成。双(羟基苯基)-1,2,4-三唑单体的纯化通过重结晶完成。通过将双(羟基苯基)-1,2,4-三唑单体与活化芳香二卤化物或活化芳香二硝基化合物进行芳香亲核取代反应，在极性无质子溶剂（如硫酮或二苯基磺酰）中使用碱金属碳酸盐（如碳酸钾）在氮气下高温下进行反应制备聚(1,2,4-三唑)（PT）。该合成途径提供了新的化学结构高分子量PT，经济、合成更有利于其他途径，并且由于有大量活性芳香二卤化物的可用性，可轻松进行化学结构变化。
• US5182356A
  申请人：——

  公开号：US5182356A

  公开（公告）日：1993-01-26
• US5245043A
  申请人：——

  公开号：US5245043A

  公开（公告）日：1993-09-14