N-(pyridin-2-ylmethyl)thiophene-2-carboxamide | 701934-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N-(pyridin-2-ylmethyl)thiophene-2-carboxamide
• 英文别名: N-(2-pyridylmethyl)-3-thienyl-carboxamide；N-(pyridin-2-ylmethyl)thiophene-3-carboxamide
• CAS: 701934-41-0
• 化学式: C₁₁H₁₀N₂OS
• mdl: MFCD13524032
• 分子量: 218.279
• InChiKey: BXVQNLPWWSFLIK-UHFFFAOYSA-N

物化性质

• 熔点：
  99-101 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  458.9±30.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 N-(pyridin-2-ylmethyl)thiophene-2-carboxamide 以 甲醇 为溶剂， 以20%的产率得到aquabis[N-(2-pyridylmethyl)-3-thienyl carboxamide]copper(II) perchlorate monohydrate
  参考文献：
  名称：

  Metal complexes of 3-thiophene carboxamides containing a pyridine ring

  摘要：

  Complexes of Zn(II), Cu(II) and Co(II) with either N-(2-methylpyridyl)-3-thienyl-alkyl-carboxamide or N-(2-pyridyl)-3-thienylalkylcarboxamide groups have been prepared and characterized. Crystal structures of ten new complexes are reported and discussed. N-(2-Methylpyridyl)-3-thienyl-alkyl-carboxamide exhibits both uni- and bidentate behavior. With all ligands, bidentate complexation is through the carbonyl oxygen and pyridine nitrogen atoms (O, N) and the amide nitrogen atom remains protonated. The electrochemical behavior and the infrared spectra of selected complexes are discussed. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.01.003
• 作为产物：
  描述：

  2-氨甲基吡啶 、 3-噻吩甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以97%的产率得到N-(pyridin-2-ylmethyl)thiophene-2-carboxamide
  参考文献：
  名称：

  N-（吡啶-2-基甲基）苯甲酰胺用TFBen作为CO源的钴催化羰基合成。

  摘要：

  已经开发了由N-（吡啶-2-基甲基）苯甲酰胺钴催化的邻苯二甲酰亚胺基序的直接羰基合成。通过使用2-吡啶甲基胺作为有效的导向基团和苯-1,3,5-三甲酸三甲酸酯（TFBen）作为常规的CO替代物，可以中等至极好的收率（高达98％）获得各种邻苯二甲酰亚胺衍生物。

  DOI：

  10.1021/acs.joc.9b01890

文献信息

• Cobalt-Catalyzed Carbonylative Synthesis of Phthalimides from <i>N</i>-(Pyridin-2-ylmethyl)benzamides with TFBen as the CO Source
  作者：Lu-Yang Fu、Jun Ying、Xiao-Feng Wu

  DOI：10.1021/acs.joc.9b01890

  日期：2019.10.4

  A cobalt-catalyzed direct carbonylative synthesis of phthalimide motifs from N-(pyridin-2-ylmethyl)benzamides has been developed. Various phthalimide derivatives were obtained in moderate to excellent yields (up to 98%) by using 2-picolylamine as an efficient directing group and benzene-1,3,5-triyl triformate (TFBen) as a convenient CO surrogate.

  已经开发了由N-（吡啶-2-基甲基）苯甲酰胺钴催化的邻苯二甲酰亚胺基序的直接羰基合成。通过使用2-吡啶甲基胺作为有效的导向基团和苯-1,3,5-三甲酸三甲酸酯（TFBen）作为常规的CO替代物，可以中等至极好的收率（高达98％）获得各种邻苯二甲酰亚胺衍生物。
• Metal complexes of 3-thiophene carboxamides containing a pyridine ring
  作者：S. Jarrett Howell、Cynthia S. Day、Ronald E. Noftle

  DOI：10.1016/j.ica.2007.01.003

  日期：2007.5

  Complexes of Zn(II), Cu(II) and Co(II) with either N-(2-methylpyridyl)-3-thienyl-alkyl-carboxamide or N-(2-pyridyl)-3-thienylalkylcarboxamide groups have been prepared and characterized. Crystal structures of ten new complexes are reported and discussed. N-(2-Methylpyridyl)-3-thienyl-alkyl-carboxamide exhibits both uni- and bidentate behavior. With all ligands, bidentate complexation is through the carbonyl oxygen and pyridine nitrogen atoms (O, N) and the amide nitrogen atom remains protonated. The electrochemical behavior and the infrared spectra of selected complexes are discussed. (C) 2007 Elsevier B.V. All rights reserved.