N,N'-bis(4'-chlorophenyl)pyridine-2,6-dicarboxamide | 126230-11-3

• 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,N'-bis(4'-chlorophenyl)pyridine-2,6-dicarboxamide
• 英文别名: 2-N,6-N-bis(4-chlorophenyl)pyridine-2,6-dicarboxamide
• CAS: 126230-11-3
• 化学式: C₁₉H₁₃Cl₂N₃O₂
• 分子量: 386.237
• InChiKey: XBBQGHSZZBVMQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-bis(4'-chlorophenyl)pyridine-2,6-dicarboxamide 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到N,N′-bis(4-chloro-2,6-dimethylphenyl)pyridine-2,6-carboximidoyl dichloride
  参考文献：
  名称：

  双（N-芳基羧酰亚胺基氯）吡啶钴（ii）配合物的合成及其对1,3-丁二烯聚合的催化作用†

  摘要：

  双（的新家族Ñ -arylcarboximidoylchloride）吡啶钴（II）配合物与通式[2,6-（ARN CCL）2 ç 5 ħ 3 N]氯化钴2（AR = 2,4,6-ME 3 Ç 6 ħ 2，图4a ; 2,6-我镨2 ç 6 ħ 3，4B ; 2,6-ME 2 ç 6 ħ 3，图4c ; C ^ 6 ħ 5，4D ; 4-氯-2,6--ME 2 C 6ħ 2，4E）和一个典型布鲁克哈特-吉布森式参考络合物[2,6-（2,4,6--ME 3 c ^ 6 ħ 2 Ñ CME）2 ç 5 ħ 3 N]氯化钴2（图5a）的合成和特点。通过X射线晶体学分析确定，配合物4a，4c–e和5a采用三角形双锥体构型，而4b采用了扭曲的方形金字塔形几何形状。与倍半氯化乙基铝（EASC）结合使用时，所有配合物均对1,3-丁二烯聚合具有很高的活性，提供的聚丁二烯主要具有-1,4的顺式含量（最高96

  DOI：

  10.1039/c3dt51403j
• 作为产物：
  描述：

  吡啶-2,6-二甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 N,N'-bis(4'-chlorophenyl)pyridine-2,6-dicarboxamide
  参考文献：
  名称：

  双（N-芳基羧酰亚胺基氯）吡啶钴（ii）配合物的合成及其对1,3-丁二烯聚合的催化作用†

  摘要：

  双（的新家族Ñ -arylcarboximidoylchloride）吡啶钴（II）配合物与通式[2,6-（ARN CCL）2 ç 5 ħ 3 N]氯化钴2（AR = 2,4,6-ME 3 Ç 6 ħ 2，图4a ; 2,6-我镨2 ç 6 ħ 3，4B ; 2,6-ME 2 ç 6 ħ 3，图4c ; C ^ 6 ħ 5，4D ; 4-氯-2,6--ME 2 C 6ħ 2，4E）和一个典型布鲁克哈特-吉布森式参考络合物[2,6-（2,4,6--ME 3 c ^ 6 ħ 2 Ñ CME）2 ç 5 ħ 3 N]氯化钴2（图5a）的合成和特点。通过X射线晶体学分析确定，配合物4a，4c–e和5a采用三角形双锥体构型，而4b采用了扭曲的方形金字塔形几何形状。与倍半氯化乙基铝（EASC）结合使用时，所有配合物均对1,3-丁二烯聚合具有很高的活性，提供的聚丁二烯主要具有-1,4的顺式含量（最高96

  DOI：

  10.1039/c3dt51403j

文献信息

• Facile Preparation of 6-Bromopyridine-2-carboxamide and Pyridine-2,6-dicarboxamide: Partial Aminocarbonylation of 2,6-Dibromopyridine
  作者：Hiroshi Horino、Hiroyuki Sakaba、Mannosuke Arai

  DOI：10.1055/s-1989-27372

  日期：——

  The palladium-catalyzed carbonylation of 2,6-dibromopyridine in the presence of primary amines under controlled conditions (carbon monoxide pressure) gives mainly N-aryl- or N-alkyl-6-bromopyridine-2-carboxamides accompanied by N,N′-diaryl- or N,N′-dialkylpyridine- 2,6-dicarboxamides. Further aminocarbonylation of the N-aryl- and N- alkyl-6-bromopyridine-2-carboxamides affords unsymmetric N,N′- diaryl, N-alkyl-N′-aryl-, or N,N′-dialkylpyridine-2,6-dicarboxamides.

  在受控条件下（如一氧化碳压力）下，钯催化的2,6-二溴吡啶与初级胺的羰基化反应主要生成N-芳基或N-烷基-6-溴吡啶-2-羧酰胺，并伴有N,N′-二芳基或N,N′-二烷基吡啶-2,6-二羧酰胺。对N-芳基和N-烷基-6-溴吡啶-2-羧酰胺进行进一步的氨基羰基化反应，可以得到不对称的N,N′-二芳基、N-烷基-N′-芳基或N,N′-二烷基吡啶-2,6-二羧酰胺。
• Anion Complexation and Transport by Isophthalamide and Dipicolinamide Derivatives: DNA Plasmid Transformation in <i>E. coli</i>
  作者：Jason L. Atkins、Mohit B. Patel、Megan M. Daschbach、Joseph W. Meisel、George W. Gokel

  DOI：10.1021/ja304816e

  日期：2012.8.22

  Tris-arenes based on either isophthalic acid or 2,6-dipicolinic acid have been known for more than a decade to bind anions. Recent studies have also demonstrated their ability to transport various ions through membranes. In this report, we demonstrate two important properties of these simple diamides. First, they transport plasmid DNA into Escherichia colt about 2-fold over controls, where the ampicillin resistance gene is expressed in the bacteria. These studies were done with plasrnid DNA (similar to 2.6 kilobase (kb)) in JM109 E. coli cells. Second, known methods do not typically transport large plasmids (>15 kb). We demonstrate here that transformation of large pVIB plasmids (i.e., >20 kb) were enhanced over water controls by similar to 10-fold. These results are in striking contrast to the normal decrease in transformation with increasing plasmid size.
• N,N′-Bis(aryl)pyridine-2,6-dicarboxamide complexes of ruthenium: Synthesis, structure and redox properties
  作者：Moutusi Dasgupta、Sumon Nag、Gopal Das、Munirathinam Nethaji、Samaresh Bhattacharya

  DOI：10.1016/j.poly.2007.08.042

  日期：2008.1

  Reaction of five N,N'-bis(aryl)pyridine-2,6-dicarboxamides (H2L-R, where H-2 denotes the two acidic protons and R (R = OCH3, CH3, H, Cl and NO2) the para substituent in the aryl fragment) with [Ru(trpy)Cl-3](trpy = 2,2',2"-terpyridine) in refluxing ethanol in the presence of a base (NEW affords a group of complexes of the type [Ru-II(trpy)(L-R)], each of which contains an amide ligand coordinated to the metal center as a dianionic tridentate N,N,N-donor along with a terpyridine ligand. Structure of the [Ru-II(trpy)(L-Cl)] complex has been determined by X-ray crystallography. All the Ru(II) complexes are diamagnetic, and show characteristic H-1 NMR signals and intense MLCT transitions in the visible region. Cyclic voltammetry on the [Ru-II(trpy)(L-R)] complexes shows a Ru(II)-Ru(III) oxidation within 0.16-0.33 V versus SCE. An oxidation of the coordinated amide ligand is also observed within 0.94-1.33 V versus SCE and a reduction of coordinated terpyridine ligand within -1.10 to -1.15 V versus SCE. Constant potential coulometric oxidation of the [Ru-II(trpy)(L-R)] complexes produces the corresponding [Ru-II(trpy)(L-R)](+) complexes, which have been isolated as the perchlorate salts. Structure of the [Ru-III(trpy)(L-CH3)ClO4 complex has been determined by X-ray crystallography. All the Ru(Ill) complexes are one-electron paramagnetic, and show anisotropic ESR spectra at 77 K and intense LMCT transitions in the visible region. A weak ligand-field band has also been shown by all the [Ru-III(trpy)(L-R)]ClO4 complexes near 1600 nm. (C) 2007 Elsevier Ltd. All rights reserved.
• HORINO, HIROSHI;SAKABA, HIROYUKI;ARAI, MANNOSUKE, SYNTHESIS,(1989) N, C. 715-718
  作者：HORINO, HIROSHI、SAKABA, HIROYUKI、ARAI, MANNOSUKE

  DOI：——

  日期：——
• Synthesis of bis(N-arylcarboximidoylchloride)pyridine cobalt(ii) complexes and their catalytic behavior for 1,3-butadiene polymerization
  作者：Heng Liu、Xiangyu Jia、Feng Wang、Quanquan Dai、Baolin Wang、Jifu Bi、Chunyu Zhang、Liping Zhao、Chenxi Bai、Yanming Hu、Xuequan Zhang

  DOI：10.1039/c3dt51403j

  日期：——

  sesquichloride (EASC), all the complexes were highly active towards 1,3-butadiene polymerization, affording polybutadiene with predominant cis-1,4 content (up to 96%). 4a with chlorine atoms at the imine groups exhibited higher catalytic activity than did 5a, indicating that the incorporation of chlorine atoms into the ligand improves the activity. The activity of the complexes in 1,3-butadiene polymerization

  双（的新家族Ñ -arylcarboximidoylchloride）吡啶钴（II）配合物与通式[2,6-（ARN CCL）2 ç 5 ħ 3 N]氯化钴2（AR = 2,4,6-ME 3 Ç 6 ħ 2，图4a ; 2,6-我镨2 ç 6 ħ 3，4B ; 2,6-ME 2 ç 6 ħ 3，图4c ; C ^ 6 ħ 5，4D ; 4-氯-2,6--ME 2 C 6ħ 2，4E）和一个典型布鲁克哈特-吉布森式参考络合物[2,6-（2,4,6--ME 3 c ^ 6 ħ 2 Ñ CME）2 ç 5 ħ 3 N]氯化钴2（图5a）的合成和特点。通过X射线晶体学分析确定，配合物4a，4c–e和5a采用三角形双锥体构型，而4b采用了扭曲的方形金字塔形几何形状。与倍半氯化乙基铝（EASC）结合使用时，所有配合物均对1,3-丁二烯聚合具有很高的活性，提供的聚丁二烯主要具有-1,4的顺式含量（最高96