4-氨基-N-(3,5-二甲基苯基)苯甲酰胺 | 97042-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-N-(3,5-二甲基苯基)苯甲酰胺
• 英文名称: 4-amino-N-(3,5-dimethylphenyl)benzamide
• CAS: 97042-52-9
• 化学式: C₁₅H₁₆N₂O
• mdl: MFCD03166484
• 分子量: 240.305
• InChiKey: KQPMRVMQDULJHW-UHFFFAOYSA-N

物化性质

• 沸点：
  348.4±42.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  、 4-氨基-N-(3,5-二甲基苯基)苯甲酰胺 在 三乙胺 作用下， 以 甲苯 为溶剂， 以58 %的产率得到
  参考文献：
  名称：

  CN115260113

  摘要：

  公开号：
• 作为产物：
  描述：

  1,3-二甲基-5-碘苯 、 对氨基苯甲酰胺 在 potassium phosphate 、 copper(l) iodide 、 (1S,2S)-(+)-1,2-环己二胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 23.0h， 以98%的产率得到4-氨基-N-(3,5-二甲基苯基)苯甲酰胺
  参考文献：
  名称：

  用于芳基卤化物酰胺化的通用高效铜催化剂

  摘要：

  通过使用 0.2-10 mol% 的 CuI、5-20 mol% 的 1,2-二胺配体和 K(3)PO(4), K (2)CO(3) 或 Cs(2)CO(3) 作为碱。发现基于 N,N'-二甲基乙二胺或反式-N,N'-二甲基-1,2-环己二胺的催化剂体系是最活跃的，尽管在最简单的情况下可以使用其他几种 1,2-二胺配体。芳基碘化物、溴化物，在某些情况下甚至芳基氯化物都可以有效地酰胺化。反应中可以容忍多种官能团，包括许多与 Pd 催化的酰胺化或胺化方法不兼容的官能团。

  DOI：

  10.1021/ja0260465

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• Copper-catalyzed formation of carbon heteroatom and carbon-carbon bonds
  申请人：Buchwald L. Stephen

  公开号：US20050215794A1

  公开（公告）日：2005-09-29

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和酰胺或胺基团的氮原子之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和酰肼的氮原子之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和含氮杂环芳香族化合物（例如吲哚、吡唑和吲唑）的氮原子之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和醇的氧原子之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子（例如烯醇酸根离子或马隆酸根离子）的反应物和苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价易行。
• Copper-catalyzed formation of carbon-heteroatom and carbon—carbon bonds
  申请人：Buchwald Stephen L.

  公开号：US09067955B2

  公开（公告）日：2015-06-30

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods, such as the reaction of Z-X with C(L)(R)(R′)2 in the present of a catalyst and a base, thereby forming C(Z)(R)(R′)2; wherein X represents I, Cl, alkylsulfonate, or arylsulfonate; Z represents optionally substituted aryl, heteroaryl or alkenyl; L represents H or a negative charge; catalyst comprises a copper atom or ion, and a ligand, wherein the ligand is an optionally substituted aryl alcohol, alkyl amine, 1,2-diamine, 1,2-aminoalcohol, 1,2-diol, imidazolium carbene, pyridine, or 1,10-phenanthroline; the ligand is a chelating ligand; and the base represents a Bronsted base; R represents H, optionally substituted alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl; R′ represents independently for each occurrence H, alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl, formyl, acyl, —CO2R″, —C(O)N(R)2, sulfonyl, —P(O)(OR″)2, —CN, or —NO2; R″ represents independently for each occurrence optionally substituted alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl; and C(R′)2(R) taken together may represent nitrile.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法，例如在催化剂和碱的存在下，Z-X与C（L）（R）（R'）2反应，从而形成C（Z）（R）（R'）2；其中X代表I，Cl，烷基磺酸盐或芳基磺酸盐；Z代表可选取代的芳基，杂原芳基或烯丙基；L代表H或负电荷；催化剂包括铜原子或离子和配体，其中配体是可选取代的芳基醇，烷基胺，1,2-二胺，1,2-氨基醇，1,2-二醇，咪唑卡宾，吡啶或1,10-菲啰啉；配体是螯合配体；碱代表布朗斯特德碱；R代表H，可选取代的烷基，环烷基，芳基烷基，芳基或杂原芳基；R'代表独立地为每个出现的H，烷基，环烷基，芳基烷基，芳基或杂原芳基，甲酰基，酰基，-CO2R″，-C（O）N（R）2，磺酰基，-P（O）（OR″）2，-CN或-NO2；R″代表独立地为每个出现的可选取代的烷基，环烷基，芳基烷基，芳基或杂原芳基；而C（R'）2（R）在一起可以代表腈。
• 3-and 4-amino-N(alkyl phenyl) benzamide compounds and composition containing same as anticonvulsant drugs
  申请人：Research Corporation Technologies, Inc. (a Delaware corp.)

  公开号：EP0213572A1

  公开（公告）日：1987-03-11

  This invention relates to certain aminobenzanilide compounds and compositions containing same as anti- convulsant agents for the treatment of mammals

  本发明涉及某些氨基苯甲酰苯胺化合物和含有这些化合物的组合物，可用作治疗哺乳动物的抗惊厥剂。
• A General and Efficient Copper Catalyst for the Amidation of Aryl Halides and the <i>N</i>-Arylation of Nitrogen Heterocycles
  作者：Artis Klapars、Jon C. Antilla、Xiaohua Huang、Stephen L. Buchwald

  DOI：10.1021/ja016226z

  日期：2001.8.1