3,5-bis<(6-aminopyrid-2-yl)amino>carbonylpyridine | 200491-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,5-bis<(6-aminopyrid-2-yl)amino>carbonylpyridine
• 英文别名: 3,5-bis{[(6-amino-2-pyridyl)amino]carbonyl}pyridine；3-N,5-N-bis(6-aminopyridin-2-yl)pyridine-3,5-dicarboxamide
• CAS: 200491-90-3
• 化学式: C₁₇H₁₅N₇O₂
• 分子量: 349.352
• InChiKey: LTXWLXFBOSCCDO-UHFFFAOYSA-N

物化性质

• 沸点：
  525.7±50.0 °C(predicted)
• 密度：
  1.509±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  148.91
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  戊二酸酐 、 3,5-bis<(6-aminopyrid-2-yl)amino>carbonylpyridine 以 吡啶 为溶剂， 反应 16.0h， 以64%的产率得到4-[6-({5-[6-(4-Carboxy-butyrylamino)-pyridin-2-ylcarbamoyl]-pyridine-3-carbonyl}-amino)-pyridin-2-ylcarbamoyl]-butyric acid
  参考文献：
  名称：

  Hydrogen bonding association of a ruthenium(II) bipyridine barbituric acid guest to complementary 2,6-diaminopyridine amide hosts: guidelines for designing high binding hydrogen bonding cavities in both high-and low-polarity solvents

  摘要：

  The binding between a ruthenium polypyridine guest RuG2, (where Ru = 4,4'-di-tert-butyl-bpy)(2)Ru (bpy = 2,2'-bipyridine) and G2 = 5-[4-(4'-methyl)-2,2'-bipyridyl]methyl-2,4,6-(1H,3H,5H)-pyrimidinetrione, and a series of host acyl derivatives of 3,5-bis[(6-aminopyrid-2-yl) amino]carbonylpyridine (R/H = n-Pr/H, phenyl/H, CF3/H, t-Bu/H, -(CH2)(3)-CO2-H) and 3,5-bis[(6-amino-4-isopropoxypyrid-2-yl)amino]carbonylpyridine diacetyl derivative (R/X = CH3/i-OPr) was studied by fluorescence and NMR titrations. The RuG2 (which exists in the enolate form in the presence of the hosts) forms a number of H-bonds involving the amide groups of the hosts and the carbonyl groups of the G2 for all the hosts studied. Specific 1:1 association between RuG2 and all the complementary hosts was observed with binding constants, K-a (1 mol(-1)), for R/H in CH2Cl2 of 3 x 10(5) (t-Bu/H), 5 x 10(6) (Ph/H), 3 x 10(7) (n-Pr/H), 9 x 10(7) (CF3/H) and >10(8) [-(CH2)(3)CO2H) and for R/X of 4 x 10(8) (Me/i-OPr). Similar, but weaker, binding was also observed in solvents of higher donor number such as d(6)-acetone, d(3)-acetonitrile and d(6)-DMSO with R/X = Me/i-OPr host showing the highest binding constant in CH2Cl2, d(6)-acetone and d(6)-DMSO. Differences in the binding constants of the ruthenium guest RuG2 to these hosts are analyzed in terms of the steric, electronic and solvational changes in the structure of the host amide substituents and the polarity of the solvents used. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199903)12:3<247::aid-poc122>3.0.co;2-u
• 作为产物：
  描述：

  3,5-吡啶二甲酸 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 29.0h， 生成 3,5-bis<(6-aminopyrid-2-yl)amino>carbonylpyridine
  参考文献：
  名称：

  互补主体存在下钌（II）联吡啶巴比妥酸客体的分子识别和反应性：钌（II）促进客体-主体复合物中巴比妥酸的烯醇化

  摘要：

  宿主 H1（N,N'-双（6-新戊酰胺吡啶-2-基）-3,5-吡啶二甲酰胺）与三种不同的钌多吡啶复合物的结合，并附有巴比妥酸和巴比妥部分（RuG1、RuG2、RuG3） (其中 G1 = 5-[4-(4'-甲基)-2,2'-联吡啶]-2,4,6-(1H,3H,5H)-嘧啶三酮，G2 = 5-[4-(4' -甲基)-2,2'-联吡啶基]甲基-2,4,6-(1H,3H,5H)-嘧啶三酮，和 G3 = 5-乙基，5-[4-(4'-甲基)-2， 2'-联吡啶]甲基-2,4,6-(1H,3H,5H)-嘧啶三酮)和Ru = (4,4'-二叔丁基-bpy)2Ru (bpy = 2,2'-联吡啶) 已通过 NMR 和荧光滴定在氯化溶剂中进行了研究。仅在 H1 和 RuG2 系列之间观察到显着结合，而空间位阻显着降低了 H1 和 RuG1 或 RuG3 之间的结合。RuG2 的高结合常数与巴比妥酸客体的烯醇化物形式的存在有关，该客体与互补主体

  DOI：

  10.1021/ja971481y