N-(4-丁基苯基)-4-甲氧基苯甲酰胺 | 35684-24-3

• 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: N-(4-丁基苯基)-4-甲氧基苯甲酰胺
• 英文名称: N-(4-butylphenyl)-4-methoxybenzamide
• CAS: 35684-24-3
• 化学式: C₁₈H₂₁NO₂
• mdl: MFCD01115474
• 分子量: 283.37
• InChiKey: ZINCOWNCXXCKNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-丁基苯基)-4-甲氧基苯甲酰胺 在 吡啶 、 tetraphosphorus decasulfide 作用下， 以48%的产率得到N-(4-Butyl-phenyl)-4-methoxy-thiobenzamide
  参考文献：
  名称：

  Combination of the Topliss Approach with the Free-Wilson Analysis in the Study of Antimycobacterial Activityof 4-Alkylthiobenzanilides

  摘要：

  根据对硫苯酰胺抗分枝杆菌活性的初步研究，合成了一组4'-异丙基和4'-丁基硫苯酰胺，并对结核分枝杆菌、堪萨斯分枝杆菌、埃维分枝杆菌和偶发分枝杆菌进行了测试。通过Free-Wilson方法计算了取代基对最小抑制浓度的影响。分离的数值通过Topliss方法进行了分析。在4'位置用异丙基或丁基取代硫苯酰胺会使抗分枝杆菌活性低于环己基。在4位置的取代会因为立体效应而降低活性。

  DOI：

  10.1135/cccc19971503
• 作为产物：
  描述：

  对甲氧基苯甲酰氯 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 N-(4-丁基苯基)-4-甲氧基苯甲酰胺
  参考文献：
  名称：

  碱促进的咪唑鎓盐通过酰基C–C键断裂的酰胺化和酯化作用：获得芳族酰胺和酯的方法

  摘要：

  咪唑鎓盐已有效地用作有机合成中酰胺化和酯化的合适的酰基转移剂。利用弱的酰基C（O）-C咪唑鎓键生成酰基亲电体，该亲电体进一步与胺和醇反应生成酰胺和酯。苯胺和苄胺的广泛底物范围以及碱促进的条件是该方法的优势。有趣的是，苯酚，苯甲醇和生物活性醇也可以在优化条件下进行酯化。

  DOI：

  10.1021/acs.joc.8b02567

文献信息

• Hexabromoacetone as tribromoacetylating agent of alcohols and amines and as mediator in the conversion of carboxylic acids into amides in the presence of triphenylphosphine
  作者：Fabrício G. Menezes、Rosane Kolling、Adaílton J. Bortoluzzi、Hugo Gallardo、César Zucco

  DOI：10.1016/j.tetlet.2009.03.093

  日期：2009.5

  Hexabromoacetone has been used as an alternative tribromoacetylating agent of primary alcohols and amines and as mediator in the conversion of carboxylic acids into amides in the presence of triphenylphosphine. The reactions have been performed under mild conditions with moderate to good yields. All the products have been adequately characterized by their physical and spectroscopic properties.

  六溴丙酮已用作伯醇和胺的替代三溴乙酰化剂，并在三苯膦存在下将羧酸转化为酰胺时用作介体。反应已在温和的条件下以中等至良好的产率进行。所有产品均已通过其物理和光谱特性充分表征。
• Central linkage influence upon mesomorphic and electrooptical behavior of diaryl nematics. General proton magnetic resonance method employing a lanthanide shift reagent for analysis of isomeric azoxybenzenes
  作者：Roger E. Rondeau、Martin A. Berwick、Richard N. Steppel、M. Paul Serve

  DOI：10.1021/ja00759a011

  日期：1972.2
• USE OF HUMIDITY STABLE YELLOW FLUORESCENT PIGMENTS IN SECURITY APPLICATIONS
  申请人：Potrawa Thomas R.

  公开号：US20120094038A1

  公开（公告）日：2012-04-19

  Yellow and yellow-green fluorescent compounds are provided herein that can be incorporated into carriers (e.g., inks) and applied (e.g., printed) as security features on substrates (e.g., documents). The compounds can be selected based upon their resistance to humidity, and preferably exhibit a high initial fluorescence intensity, and a relatively high fluorescence intensity as well as a low relative intensity loss after prolonged humidity exposure.
• Base-Promoted Amidation and Esterification of Imidazolium Salts via Acyl C–C bond Cleavage: Access to Aromatic Amides and Esters
  作者：Shanmugam Karthik、Karthick Muthuvel、Thirumanavelan Gandhi

  DOI：10.1021/acs.joc.8b02567

  日期：2019.1.18

  Imidazolium salts have been effectively employed as suitable acyl transfer agents in amidation and esterification in organic synthesis. The weak acyl C(O)–C imidazolium bond was exploited to generate acyl electrophiles, which further react with amines and alcohols to afford amides and esters. The broad substrate scope of anilines and benzylic amines and base-promoted conditions are the benefits of

  咪唑鎓盐已有效地用作有机合成中酰胺化和酯化的合适的酰基转移剂。利用弱的酰基C（O）-C咪唑鎓键生成酰基亲电体，该亲电体进一步与胺和醇反应生成酰胺和酯。苯胺和苄胺的广泛底物范围以及碱促进的条件是该方法的优势。有趣的是，苯酚，苯甲醇和生物活性醇也可以在优化条件下进行酯化。
• Combination of the Topliss Approach with the Free-Wilson Analysis in the Study of Antimycobacterial Activityof 4-Alkylthiobenzanilides
  作者：Jiří Kuneš、Jiří Jáchym、Petr Jirásko、Želmíra Odlerová、Karel Waisser

  DOI：10.1135/cccc19971503

  日期：——

  On the basis of a preliminary study of the antimycobacterial activity of thiobenzanilides, a group of 4'-isopropyl- and 4'-butylthiobenzanilides have been synthesized and tested against Mycobacterium tuberculosis, Mycobacterium kansasii, Mycobacterium avium and Mycobacterium fortuitum. The effect of the substituents on minimum inhibitory concentrations was calculated by the Free-Wilson method. The separated values were analyzed by the Topliss approach. The substitution of the thiobenzanilide in position 4' by the isopropyl group or butyl group increased the antimycobacterial activity less than the cyclohexyl group. The substitution in position 4 decreased the activity by the steric effect.

  根据对硫苯酰胺抗分枝杆菌活性的初步研究，合成了一组4'-异丙基和4'-丁基硫苯酰胺，并对结核分枝杆菌、堪萨斯分枝杆菌、埃维分枝杆菌和偶发分枝杆菌进行了测试。通过Free-Wilson方法计算了取代基对最小抑制浓度的影响。分离的数值通过Topliss方法进行了分析。在4'位置用异丙基或丁基取代硫苯酰胺会使抗分枝杆菌活性低于环己基。在4位置的取代会因为立体效应而降低活性。