4-methoxy-N,N-dipropylbenzamide

• 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: 4-methoxy-N,N-dipropylbenzamide
• 英文别名: N,N-dipropyl-4-methoxybenzamide
• 化学式: C₁₄H₂₁NO₂
• mdl: MFCD00757404
• 分子量: 235.326
• InChiKey: JBHQSYJVSKDCNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲氧基-N-甲基苯甲酰胺 在 亚硝酸特丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-methoxy-N,N-dipropylbenzamide
  参考文献：
  名称：

  在无金属和无催化剂条件下，亚硝酸叔丁酯促进仲酰胺的氨基转移

  摘要：

  在亚硝酸叔丁酯的存在下，证明了温和有效的方法将仲酰胺与各种胺包括伯，仲，环状和无环胺进行氨基酰胺的氨基转移。反应通过N-亚硝酰胺中间体进行，并在室温下以良好至极好的收率提供转酰胺基产物。而且，开发的方法不需要任何催化剂或添加剂。

  DOI：

  10.1039/c8ob03010c

文献信息

• HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides
  作者：Xinxin Qi、Rong Zhou、Han-Jun Ai、Xiao-Feng Wu

  DOI：10.1016/j.jcat.2019.11.008

  日期：2020.1

  esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides

  已经开发了涉及铑催化的糠基酯和叔酰胺的羰基合成的生物质。在羰基化反应中，首次使用5-羟甲基糠醛（HMF）作为底物和CO替代物，烷基碘和芳基碘均耐受良好，以中等至良好的收率提供了所需的糠酸酯。另外，糠醛也用作合成叔酰胺的一氧化碳来源。以中等至优异的产率获得了具有良好官能团相容性的多种叔酰胺。值得注意的是，在不存在其他氧化剂的情况下，叔胺通过C N键裂解途径用作胺源。
• Double carbonylation of aryl iodides with amines under an atmospheric pressure of carbon monoxide using sulfur-modified Au-supported palladium
  作者：Nozomi Saito、Takahisa Taniguchi、Naoyuki Hoshiya、Satoshi Shuto、Mitsuhiro Arisawa、Yoshihiro Sato

  DOI：10.1039/c4gc02469a

  日期：——

  A double carbonylation of aryl iodides with amines proceeded by using Pd nano particles leached from SAPd to give [small alpha]-ketoamides.

  通过使用从SAPd浸出的Pd纳米颗粒进行芳基碘化物与胺的双羰基化反应，得到[α]-小酮酰胺。
• Dioxygen-Promoted Pd-Catalyzed Aminocarbonylation of Organoboronic Acids with Amines and CO: A Direct Approach to Tertiary Amides
  作者：Long Ren、Xinwei Li、Ning Jiao

  DOI：10.1021/acs.orglett.6b02913

  日期：2016.11.18

  A direct approach from organoboronic acids and amines to tertiary amides via Pd-catalyzed aerobic aminocarbonylation has been developed. The presence of O2 significantly promotes the efficiency of this transformation. This method uses commercially available organoboronic acids and cheap CO and O2 (1 atm), which renders amides an easy synthesis with broad substrate scope and high functional group tolerance

  已经开发了通过Pd催化的需氧氨基羰基化反应从有机硼酸和胺到叔酰胺的直接方法。O 2的存在显着提高了这种转化的效率。该方法使用可商购的有机硼酸和廉价的CO和O 2（1 atm），这使得酰胺易于合成，具有广泛的底物范围和较高的官能团耐受性。
• An easy access to tertiary amides from aldehydes and N,N-dialkylchlorothiophosphoramidates
  作者：Uma Pathak、Shubhankar Bhattacharyya、Lokesh kumar Pandey、Sweta Mathur、Rajeev Jain

  DOI：10.1039/c3ra45781h

  日期：——

  A mechanistically unprecedented approach for the formation of tertiary amides from N,N-dialkylchlorothiophosphoramidates and aldehydes has been developed. The reaction occurred via the activation of aldehydes with N,N-dialkylchlorothiophosphoramidates followed by amidation with dialkylamine pendent of the same phosphoramidate.

  一种在机制上前所未有的方法已被开发，用于从N,N-二烷基氯硫膦酰胺和醛中形成三级酰胺。该反应通过N,N-二烷基氯硫膦酰胺对醛的活化发生，然后与相同膦酰胺的二烷基胺发生酰胺化反应。
• A novel Pd-catalyzed N-dealkylative carbonylation of tertiary amines for the preparation of amides
  作者：Tao Fang、Xu-Hong Gao、Ri-Yuan Tang、Xing-Guo Zhang、Chen-Liang Deng

  DOI：10.1039/c4cc07378a

  日期：——

  A novel and convenient protocol for the formation of amides via palladium-catalyzed N-dealkylative carbonylation of alkyl tertiary amines has been developed. In the presence of PdCl2(PhCN)2, CuO, PhCN and CO, a range of substituents on both aryl iodides and alkyl tertiary amines were compatible with the reaction to afford a series of N,N-disubstituted amides in moderate to excellent yields.

  开发了一种新颖方便的协议，通过钯催化的N-去烃基化羰基化反应形成酰胺。在PdCl2(PhCN)2、CuO、PhCN和CO的存在下，许多取代基的芳基碘化物和烷基三级胺均与该反应兼容，产出一系列N,N-二取代酰胺，产率中等至优良。