N-[acetylamino(4-bromophenyl)methyl]-acetamide | 81637-89-0

• 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-[acetylamino(4-bromophenyl)methyl]-acetamide
• 英文别名: N-[acetylamino(4-bromophenyl)methyl]acetamide；N,N'-((4-bromophenyl)methylene)diacetamide；N,N'-(4-bromophenylmethylene)diacetamide；N,N'-bromobenzylidenediacetamide；N-[(acetylamino)(4-bromophenyl)methyl]acetamide；N-[acetamido-(4-bromophenyl)methyl]acetamide
• CAS: 81637-89-0
• 化学式: C₁₁H₁₃BrN₂O₂
• 分子量: 285.14
• InChiKey: NCHPIBXOKZYAQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[acetylamino(4-bromophenyl)methyl]-acetamide 在 亚膦酸 作用下， 以 溶剂黄146 为溶剂， 生成
  参考文献：
  名称：

  Tyka, R.; Haegele, G., Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 51/52, p. 769

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苄醇 在 choline bisulfate 、 2-hydroxy-N,N,N-trimethyl ethanaminium peroxydisulfate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.67h， 生成 N-[acetylamino(4-bromophenyl)methyl]-acetamide
  参考文献：
  名称：

  Choline peroxydisulfate oxidizing Bio-TSIL: triple role player in the one-pot synthesis of Betti bases and gem-bisamides from aryl alcohols under solvent-free conditions

  摘要：

  一锅法合成Betti碱和双酰胺，使用可生物降解的胆碱过硫酸盐。

  DOI：

  10.1039/c4nj02295e

文献信息

• A convenient synthesis of bisamides with BF3 etherate as catalyst
  作者：Yi Zhang、Zhihao Zhong、Yingmei Han、Ruirui Han、Xu Cheng

  DOI：10.1016/j.tet.2013.11.017

  日期：2013.12

  A convenient synthesis of bisamide from aldehyde and amide with BF3 etherate as catalyst was reported. Both aryl and aliphatic bisamides could be prepared with this procedure in high yield at room temperature and the catalyst loading as low as 0.5 mol % was achieved. Fine-tuned solvent was utilized for both rapid conversion and simple isolation. Two CB2 receptor inverse agonists were synthesized with

  从醛和酰胺与BF双酰胺的一种方便的合成3作为报道醚合物催化剂。可以通过该方法在室温下以高收率制备芳基和脂族双酰胺，并且催化剂的负载量低至0.5 mol％。微调的溶剂可用于快速转化和简单分离。两个CB 2受体反向激动剂，用该协议以高收率合成。
• Synthesis of Symmetrical Bisamides by Reaction between Aromatic Aldehydes and Alkyl Nitriles in the Presence of Chlorosulfonic Acid
  作者：Mohammad Anary-Abbasinejad、Mohammad H. Mosslemin、Alireza Hassanabadi

  DOI：10.3184/030823409x435937

  日期：2009.4

  Reaction between aromatic aldehydes and alkyl nitriles in the presence of chlorosulfonic acid leads to N-[alkanoylamino-(aryl)-methyl]- amide derivatives in excellent yields.

  在氯磺酸的存在下，芳香醛和烷基腈之间的反应会以极好的收率生成 N-[烷酰基氨基-(芳基)-甲基]-酰胺衍生物。
• <i>p</i>-Toluene Sulfonic Acid-Catalysed Microwave Synthesis of Symmetrical Bisamides by Reaction between Aromatic Aldehydes and Amides
  作者：Mohammad Anary-Abbasinejad、Alireza Hassanabadi、Motahareh Heidari-Barfeh

  DOI：10.3184/030823410x12812905400188

  日期：2010.8

  Reaction between aldehydes and amides catalysed by p-toluene sulfonic acid in microwave conditions provided a simple and efficient one-pot route for the synthesis of symmetrical bisamide derivatives in excellent yields.

  在微波条件下由对甲苯磺酸催化的醛和酰胺之间的反应为以优异的产率合成对称双酰胺衍生物提供了一种简单有效的一锅法。
• An Efficient Synthesis of Symmetrical Bisamides Catalysed by Molecular iodine under Neutral Conditions
  作者：Hongshe Wang、June Zeng

  DOI：10.3184/174751912x13383107316656

  日期：2012.8

  An efficient synthesis of symmetrical bisamides is described in which aldehydes are reacted with amides in the presence of 5 mol% of iodine to give the corresponding bisamides in high yields under neutral conditions.

  该方法描述了一种对称双酰胺的高效合成，在中性条件下，醛与酰胺在 5 摩尔%碘的存在下发生反应，得到高产率的相应双酰胺。
• <i>p</i>-Toluene Sulfonic Acid–Catalyzed, Solvent-Free Synthesis of Symmetrical Bisamides by Reaction Between Aldehydes and Amides
  作者：Mohammad Anary-Abbasinejad、Mohammad H. Mosslemin、Alireza Hassanabadi、Safiyeh Tajik Safa

  DOI：10.1080/00397910903219617

  日期：2010.7.12

  Reaction between aldehydes and amides catalyzed by p-toluene sulfonic acid in solvent-free conditions provided a simple and efficient one-pot route for the synthesis of symmetrical bisamide derivatives in excellent yields.

  在无溶剂条件下由对甲苯磺酸催化的醛和酰胺之间的反应为以优异的产率合成对称双酰胺衍生物提供了一种简单有效的一锅法。