N-(4-methylbenzyl)acetamide | 25079-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-methylbenzyl)acetamide
• 英文别名: N-[(4-methylphenyl)methyl]acetamide
• CAS: 25079-96-3
• 化学式: C₁₀H₁₃NO
• mdl: MFCD00957244
• 分子量: 163.219
• InChiKey: VSKJCTSEACBXRC-UHFFFAOYSA-N

物化性质

• 熔点：
  110.5-111.5 °C
• 沸点：
  347.1±21.0 °C(Predicted)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(4-methylbenzyl)acetamide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以73%的产率得到对甲基苯甲醛
  参考文献：
  名称：

  Direct Oxidation of N‐Benzylamides to Aldehydes or Ketones by N‐Bromosuccinimide

  摘要：

  A simple and efficient approach for the one-pot transformation of N-benzylamides to aldehydes or ketones under mild conditions was reported. All the 20 substrates gave moderate to excellent oxidative yields under the optimized conditions. Our study may provide a new approach for the one-pot synthesis of aldehydes or ketones from the corresponding amides.

  DOI：

  10.1080/00397910801929697
• 作为产物：
  描述：

  (4-甲基苯基)甲醇 生成 N-(4-methylbenzyl)acetamide
  参考文献：
  名称：

  Shine Henry J., Yueh Wang, J. Org. Chem, 59 (1994) N 13, S 3553-3559

  摘要：

  DOI：

文献信息

• COMPOSITIONS FOR TREATMENT OF CYSTIC FIBROSIS AND OTHER CHRONIC DISEASES
  申请人：Van Goor Fredrick F.

  公开号：US20110098311A1

  公开（公告）日：2011-04-28

  The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

  本发明涉及包含上皮钠通道活性抑制剂与至少一种ABC转运蛋白调节剂化合物（A式、B式、C式或D式）的药物组合物。该发明还涉及这些药物配方，以及使用这些组合物治疗CFTR介导的疾病，特别是囊性纤维化的方法。
• H-β-zeolite catalyzed transamidation of carboxamides, phthalimide, formamides and thioamides with amines under neat conditions
  作者：Sadu Nageswara Rao、Darapaneni Chandra Mohan、Subbarayappa Adimurthy

  DOI：10.1039/c5ra16933j

  日期：——

  Efficient transamidation of unactivated carboxamides, phthalimides, formamides and thioamides with amines under solvent-free conditions using H-β-zeolite as a green and recyclable heterogeneous catalyst is described. Easy work up, high purity of the products, recyclability and environmentally-friendly nature of the catalyst are the attractive features of the present methodology. This is the first report

  描述了在无溶剂条件下使用H-β沸石作为绿色可循环使用的非均相催化剂，将未活化的羧酰胺，邻苯二甲酰亚胺，甲酰胺和硫代酰胺与胺进行有效的氨基转移。易于加工，产物的高纯度，催化剂的可回收性和对环境友好的性质是本方法的吸引人的特征。这是在异质条件下硫酰胺转氨作用的第一份报告。
• Aerobic Oxidation of <i>N</i>-Alkylamides Catalyzed by <i>N</i>-Hydroxyphthalimide under Mild Conditions. Polar and Enthalpic Effects
  作者：Francesco Minisci、Carlo Punta、Francesco Recupero、Francesca Fontana、Gian Franco Pedulli

  DOI：10.1021/jo016398e

  日期：2002.4.1

  O(2), catalyzed by N-hydroxyphthalimide (NHPI) and Co(II) salt, leads under mild conditions to carbonyl derivatives (aldehydes, ketones, carboxylic acids, imides) whose distribution depends on the nature of the alkyl group and on the reaction conditions. Primary N-benzylamides lead to imides and aromatic aldehydes at room temperature without any appreciable amount of carboxylic acids, while under the

  由N-羟基邻苯二甲酰亚胺（NHPI）和Co（II）盐催化的O（2）对N-烷基酰胺的氧化在温和条件下导致羰基衍生物（醛，酮，羧酸，酰亚胺）的分布取决于性质烷基的取代基和反应条件。N-苄基伯酰胺在室温下可生成酰亚胺和芳族醛，而无需添加任何量的羧酸，而在相同条件下，即使在非常低的转化率下，非苄基衍生物也可生成不含痕量醛的羧酸和酰亚胺。这些结果通过邻苯二甲酰亚胺-N-氧基（PINO）自由基的夺氢来解释，该邻苯二甲酰亚胺-N-氧基（PINO）与苄基衍生物的反应性受极性作用的支配，因此苄酰胺比相应的醛更具反应性。焓效应是，非苄基酰胺占主导地位，使相应的醛比起始酰胺更具反应性。强调了NHPI中OH键的键解离能（BDE）的重要性。
• Transition-Metal- and Halogen-Free Oxidation of Benzylic sp3 C–H Bonds to Carbonyl Groups Using Potassium Persulfate
  作者：Yixin Hu、Lihong Zhou、Wenjun Lu

  DOI：10.1055/s-0036-1588429

  日期：2017.9

  prepared from benzyl substrates using potassium persulfate as oxidant with catalytic pyridine in acetonitrile under mild conditions. Neither transition metals nor halogens are involved in the reactions. Aryl carbonyl compounds including acetophenones, benzophenones, imides, and benzoic acids are prepared from benzyl substrates using potassium persulfate as oxidant with catalytic pyridine in acetonitrile

  摘要 苯乙酮，二苯甲酮，酰亚胺和苯甲酸等芳基羰基化合物是在温和的条件下，由过硫酸钾作为氧化剂与催化吡啶在乙腈中，由苄基底物制得的。过渡金属和卤素均不参与反应。 苯乙酮，二苯甲酮，酰亚胺和苯甲酸等芳基羰基化合物是在温和的条件下，由过硫酸钾作为氧化剂与催化吡啶在乙腈中，由苄基底物制得的。过渡金属和卤素均不参与反应。
• Simple, High Yield Preparation of<i>N</i>-Benzylacetamides by Lewis Acid-Catalyseed Reaction of Benzyl Chlorides or Benzyl Methyl Ethers with Acetonitrile
  作者：Mesut Kacan、Alexander McKillop

  DOI：10.1080/00397919308018613

  日期：1993.8

  Abstract Reaction of either benzyl chlorides or benzyl methyl ethers with hydrated ferric chloride in acetonitrile results in smooth Ritter reaction and formation of N-benzylacetamides in excellent yield.

  摘要 苄基氯或苄基甲基醚与水合氯化铁在乙腈中的反应会导致平稳的 Ritter 反应并以优异的产率形成 N-苄基乙酰胺。