3-phenyl-N-(pyridin-2-yl)propanamide | 92245-13-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-phenyl-N-(pyridin-2-yl)propanamide
• 英文别名: N-(2-pyridyl)-3-phenyl propanamide；3-phenyl-N-pyridin-2-ylpropanamide
• CAS: 92245-13-1
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD00444140
• 分子量: 226.278
• InChiKey: KQDIISKPSSJLBO-UHFFFAOYSA-N

物化性质

• 沸点：
  460.9±28.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯丙酰氯 以 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 生成 3-phenyl-N-(pyridin-2-yl)propanamide
  参考文献：
  名称：

  Carboxyl activation via silylthioesterification: one-pot, two-step amidation of carboxylic acids catalyzed by non-metal ammonium salts

  摘要：

  The first organo-catalyzed silylthioesterification of a carboxylic acid and a commercially available mercaptoorganosilane results in the in situ production of an O-silylthionoester. Subsequent amine addition forms amides in an operationally simple one-pot procedure without removal of water. The scope and efficiency of these reactions with respect to the catalyst, carboxylic acid, amine, [Si-S] moiety, and solvent are investigated. A number of functionalities are tolerated in the two-step amidation including alkene, alkyne, alkyl and aryl halides, benzylic ethers, and heterocycles with free coordinating sites. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.050

文献信息

• Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids
  作者：Pingwah Tang、Qipeng Yuan、Fan Yun、Chunhui Cheng、Jing Zhang、Jingxuan Li、Xia Liu、Rui Xie

  DOI：10.1055/s-0036-1588126

  日期：——

  acid anhydride is postulated to be the active intermediate responsible for this successful amidation. This direct amidation is an atom- and step-economical reaction. A novel and facile boric acid catalyzed direct amidation between amino-azaarene compounds and carboxylic acids has been developed. The amidation proceeded cleanly and provided good to excellent yields of the desired amides. Boric acid

  ‡这些作者对这项工作做出了同等的贡献。 抽象的 已经开发出新颖且容易的硼酸催化的氨基氮杂芳烃化合物和羧酸之间的直接酰胺化。酰胺化反应进行得很干净，并提供了良好至极好的所需酰胺收率。硼酸是一种绿色且廉价的催化剂。我们还发现，N，N，N '，N'-四甲基丙烷-1,3-二胺充当添加剂，可加速这种硼酸催化的酰胺化反应。假定混合酸酐是负责成功酰胺化的活性中间体。这种直接酰胺化是原子经济和分步经济的反应。 已经开发出新颖且容易的硼酸催化的氨基氮杂芳烃化合物和羧酸之间的直接酰胺化。酰胺化反应进行得很干净，并提供了良好至极好的所需酰胺收率。硼酸是一种绿色且廉价的催化剂。我们还发现，N，N，N '，N'-四甲基丙烷-1,3-二胺充当添加剂，可加速这种硼酸催化的酰胺化反应。假定混合酸酐是负责成功酰胺化的活性中间体。这种直接酰胺化是原子经济和分步经济的反应。
• Microwave-assisted heteropolyanion-based ionic liquid promoted sustainable protocol to N-heteroaryl amides via N-directing dual catalyzed oxidative amidation of aldehydes
  作者：Renzhong Fu、Yang Yang、Weihua Jin、Hui Gu、Xiaojun Zeng、Wen Chai、Yunsheng Ma、Quan Wang、Jun Yi、Rongxin Yuan

  DOI：10.1039/c6ra20961k

  日期：——

  A procedure for the synthesis of N-heteroaryl amides directly from oxidative amidation of aldehydes catalyzed by heteropolyanion-based ionic liquids has been reported. The proposed N-directing dual-catalysis mechanism was briefly investigated.

  报告了一种在杂多阴离子基离子液体催化下直接从醛的氧化酰胺化反应合成 N-杂芳基酰胺的方法。对所提出的 N-定向双催化机理进行了简要研究。
• Ru-Catalyzed Hydroamidation of Alkenes and Cooperative Aminocarboxylation Procedure with Chelating Formamide
  作者：Sangwon Ko、Hoon Han、Sukbok Chang

  DOI：10.1021/ol034862r

  日期：2003.7.1

  A strategy of chelation-assisted activation of formamide was employed to achieve hydroamidation of alkenes to generate one-carbon-elongated amides in moderate to good selectivity and yields. Also reported is the two-metal-catalyzed cooperative aminocarboxylation of aryl iodides, in which Ru is presumed to catalyze decarbonylation of formamide to release carbon monoxide and amine for the subsequent Pd-catalyzed aminocarboxylation routes, thus enabling the net transformation to be performed in the absence of external CO pressure.
• 10.1021/ol403508
  作者：Bai, Jianfei、Zambron, Bartosz K.、Vogel, Pierre

  DOI：10.1021/ol403508

  日期：——
• Mndshojan; Afrikjan, Izvestiya Akademii Nauk Armyanskoi SSR, Nauki o Zemle, 1957, vol. 10, p. 143,156
  作者：Mndshojan、Afrikjan

  DOI：——

  日期：——