1H-吡唑,3,4-二甲基-1-苯基- | 116436-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1H-吡唑,3,4-二甲基-1-苯基-
• 英文名称: 3,4-dimethyl-1-phenyl-1H-pyrazole
• 英文别名: 1-Phenyl-3,4-dimethylpyrazole；3,4-dimethyl-1-phenylpyrazole
• CAS: 116436-00-1
• 化学式: C₁₁H₁₂N₂
• 分子量: 172.23
• InChiKey: ZNBQXOWCFKWYLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1H-吡唑,3,4-二甲基-1-苯基- 在 potassium permanganate 作用下， 生成 1-phenyl-1H-pyrazole-3,4-dicarboxylic acid
  参考文献：
  名称：

  Birkinshaw; Oxford; Raistrick, Biochemical Journal, 1936, vol. 30, p. 407

  摘要：

  DOI：
• 作为产物：
  描述：

  5-chloro-3,4-dimethyl-1-phenyl-1H-pyrazole 在 磷化氢 、 氢碘酸 作用下， 生成 1H-吡唑,3,4-二甲基-1-苯基-
  参考文献：
  名称：

  Michaelis; Voss; Greiss, Chemische Berichte, 1901, vol. 34, p. 1301

  摘要：

  DOI：

文献信息

• Method of forming a carbon-carbon or carbon-heteroatom linkage
  申请人：Taillefer Marc

  公开号：US20050234239A1

  公开（公告）日：2005-10-20

  The invention relates to a method of creating a carbon-carbon or carbon-heteroatom linkage by reacting an unsaturated compound bearing a leaving group and a nucleophilic compound. More specifically, the invention relates to the creation of a carbon-nitrogen linkage involving the arylation of nitrogenous organic derivatives. The inventive method consists in creating a carbon-carbon or carbon-heteroatom linkage by reacting an unsaturated compound bearing a leaving group and a nucleophilic compound providing a carbon atom or a heteroatom (HE) capable of being substituted for the leaving group, thereby creating a C—C or C-HE linkage. The invention is characterised in that the reaction is carried out in the presence of an effective quantity of a catalyst based on copper and at least one ligand comprising at least one imine function and at least one additional nitrogen atom as chelating atoms

  该发明涉及一种通过使带有离去基团和亲核化合物的不饱和化合物发生反应来创建碳-碳或碳-杂原子键的方法。更具体地，该发明涉及涉及通过芳基化氮有机衍生物来创建碳-氮键。该创新方法包括通过使带有离去基团和提供能够替代离去基团的碳原子或杂原子（HE）的亲核化合物发生反应来创建碳-碳或碳-杂原子键。该发明的特点在于，在铜基催化剂和至少包含至少一个亚胺功能和至少一个额外氮原子作为螯合原子的配体的有效量存在下进行反应。
• Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride
  作者：L. A. Baeva、R. R. Gataullin

  DOI：10.1134/s1070428021070174

  日期：2021.7

  Abstract 3-[(Alkylsulfanyl)methyl]pentane-2,4-diones reacted with phenylhydrazine in the presence of zinc chloride to give the expected products, 4-[(alkylsulfanyl)methyl]-3,5-dimethyl-1-phenyl-1H-pyrazoles, together with 1-(3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone. The reaction of 3-[(alkylsulfanyl)methyl]-4-(alkylsulfanyl)butan-2-ones with phenylhydrazine under similar conditions afforded 3,4-

  摘要 3-[(烷基硫烷基)甲基]戊烷-2,4-二酮在氯化锌存在下与苯肼反应得到预期产物4-[(烷基硫烷基)甲基]-3,5-二甲基-1-苯基-1 H-吡唑，连同 1-(3-methyl-1-phenyl-1 H -pyrazol-4-yl)ethanone。3-[(烷基硫烷基)甲基]-4-(烷基硫烷基)丁-2-酮与苯肼在类似条件下反应得到3,4-二甲基-1-苯基-1H-吡唑作为主要产物。
• Vilsmeier Formylation of Hydrazones and Semicarbazones Derived from Alkyl, Benzyl, and Cycloalkyl Methyl Ketones
  作者：A. V. Lebedev、A. B. Lebedeva、V. D. Sheludyakov、E. A. Kovaleva、O. L. Ustinova、I. B. Kozhevnikov

  DOI：10.1007/s11176-005-0241-y

  日期：2005.3

  Formylation of ten accessible phenylhydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones with the complex of POCl3 with dimethylformamide was studied. Depending on the electronic and steric structure of the substrates, the reaction yields 1-phenyl- or 1-unsubstituted 3,4-dialkyl-, 3-alkyl-4-aryl-, or 3-alkyl-4-formylpyrazoles. These compounds can be readily oxidized

  研究了十个可及的苯hydr和半咔唑类化合物（由POCl 3与二甲基甲酰胺形成的配合物）的甲酰基化作用，该苯甲酰基和半咔唑类衍生自烷基，苄基和环烷基甲基酮。根据底物的电子和空间结构，反应产生1-苯基-或1-未取代的3，4-二烷基-，3-烷基-4-芳基-或3-烷基-4-甲酰基吡唑。这些化合物可以容易地氧化成相应的羧酸。
• Highly Efficient CN Bond Forming Reactions in Water Catalyzed by Copper(I) Iodide with Calix[4]arene Supported Amino Acid Ionic Liquid
  作者：Li Huang、Can Jin、Weike Su

  DOI：10.1002/cjoc.201200623

  日期：2012.10

  A novel and effective protocol has been developed for the Ullmann‐type CN coupling reaction catalyzed by calix[4]arene supported amino acid ionic liquid and copper(I) iodide in water under microwave irradiation condition. The protocol uses calix[4]arene supported amino acid ionic liquid as double function of the ligand and phase‐transfer catalyst, and shows good tolerance in good to excellent yields

  针对杯[4]芳烃负载的氨基酸离子液体和碘化铜（I）在微波辐射条件下催化的Ullmann型CN偶联反应，开发了一种新颖有效的方案。该方案使用杯芳烃[4]芳烃负载的氨基酸离子液体作为配体和相转移催化剂的双重功能，并显示出良好的耐受性，并具有优异的收率。
• Process for arylating or vinylating or alkynating a nucleophilic compound
  申请人：——

  公开号：US20030236413A1

  公开（公告）日：2003-12-25

  The present invention concerns a process for arylating or vinylating or alkynating a nucleophilic compound. More particularly, the invention concerns arylating nitrogen-containing organic derivatives. The arylating or vinylating or alkynating process of the invention consists of reacting a nucleophilic compound with a compound carrying a leaving group and is characterized in that the reaction is carried out in the presence of an effective quantity of a catalyst based on a metallic element M selected from groups (VIII), (Ib) and (IIb) of the periodic table and at least one ligand comprising at least one imine function and at least one supplemental nitrogen atom as the chelating atoms.

  本发明涉及一种用于芳基化、乙烯基化或炔基化亲核化合物的过程。更具体地，本发明涉及芳基化含氮有机衍生物的过程。本发明中的芳基化、乙烯基化或炔基化过程包括将亲核化合物与携带一个离去基团的化合物反应，其特点在于在金属元素M基的催化剂的有效量存在下进行反应，金属元素M选自周期表中的(VIII)、(Ib)和(IIb)族，并且至少包括一个含有至少一个亚胺功能和至少一个补充氮原子作为螯合原子的配体。