N-(1,2,4-triazol-1-yl)propanamide | 60866-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(1,2,4-triazol-1-yl)propanamide
• 英文别名: 3-(1H-1,2,4-triazol-1-yl)propanamide；3-(1,2,4-triazol-1-yl)propanamide
• CAS: 60866-67-3
• 化学式: C₅H₈N₄O
• 分子量: 140.145
• InChiKey: XWKHZZGMYLTPCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 manganese(II) chloride tetrahydrate 、 N-(1,2,4-triazol-1-yl)propanamide 在 原甲酸三乙酯 作用下， 反应 168.0h， 以58%的产率得到
  参考文献：
  名称：

  Synthesis and supramolecular structures of manganese complexes with N-pyrazolylpropanamide-derived ligands

  摘要：

  The syntheses and single crystal X-ray structures of the multifunctional acrylamide-derived ligands N-pyrazolyl-2-methylpropanamide (1, = N-ppa(Me)) and a mixture of 3- and 5-methylpyrazolylpropanamide (2a and 2b, = N-3(Me)ppa/N-(5Me)ppa), and their Mn2+ complexes are reported, as is the Mn2+ complex of N-triazolylpropanamide (3, = N-tpa). The general synthesis involves treatment of MnCl2 center dot 4H(2)O with the appropriate ligand in solution in the presence of triethylorthoformate as dehydrating agent. This way Mn2Cl4(N-ppa(Me))(2)(EtOH)(2) (4), [Mn(N-(PPa)-P-3Me)(2)(N-(PPa)-P-5Me)][MnCl4] (5), and MnCl2(N-tpa)(2)(EtOH)(2) (6) were obtained. In 4 the N-ppa(Me) ligand acts as N,O-chelating ligand whose oxygens bridge the two Mn2+ ions. The ligands are also chelating in 5. In contrast, monodentate N-coordination via the pyrazolyl ring was found for 6. The molecular and crystal structures of 1, 2a, 4, 5, and 6 have been determined by X-ray diffraction. The extensive hydrogen bonding that occurs in these compounds is discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.12.008
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 丙烯酰胺 在 苄基三甲基氢氧化铵 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以72%的产率得到N-(1,2,4-triazol-1-yl)propanamide
  参考文献：
  名称：

  N-三唑基丙酰胺——一种丙烯酰胺衍生的多功能配体，用于构建超分子氢键网络

  摘要：

  报道了多功能丙烯酰胺衍生配体 N-三唑基丙酰胺 (1, = NTPA) 的合成和单晶 X 射线结构。在作为催化剂的Triton B（=三甲基苄基氢氧化铵）存在下，通过1,2,4-三唑和丙烯酰胺的迈克尔加成以72%的产率制备标题化合物。在 MeOH/MeCN 中用 FeCl3(H2O)6 处理​​ 1 导致还原和形成铁 (II) 络合物 (NTPA)2FeCl2(MeOH)2（2，黄色棱柱，52% 产率）。1 和 2 都通过 X 射线衍射进行了结构表征。令人惊讶的是，2中的NTPA配体通过三唑环氮原子以单齿方式与铁配位。在晶体中，两种化合物形成超分子氢键网络。

  DOI：

  10.1002/zaac.201200322

文献信息

• A Polymorphic Gold(III) Complex Comprising a Multifunctional Triazolylpropanamide Ligand
  作者：Phil Liebing、Ling Wang、John W. Gilje、Marcel Kühling、Frank T. Edelmann

  DOI：10.1002/zaac.201700456

  日期：2018.3.15

  4‐triazol‐1‐yl)propanamide (1, TPA) afforded the polymorphic gold(III) complex AuCl3(TPA) (2) in 75 % yield. Thermal decomposition of the latter revealed the hydrochloride [HTPA]Cl (3). Complex 2 forms a stable monoclinic and a metastable triclinic modification. The crystal structures of both modifications feature infinite supramolecular assemblies formed by secondary Au···Cl bonding interactions and hydrogen

  HAuCl 4 · 4H 2 O与多功能配体3‐（1 H ‐1,2,4-三唑-1‐基）丙酰胺（1，TPA）的反应提供了多晶型金（III）络合物AuCl 3（TPA）（2），产率为75％。后者的热分解显示出盐酸盐[HTPA] Cl（3）。配合物2形成稳定的单斜晶和亚稳的三斜晶系​​修饰。两种修饰的晶体结构均具有通过二次Au ··· Cl相互作用和氢键形成的无限的超分子组装。
• Cruz, Angeles de la; Elguero, Jose; Goya, Pilar, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 225 - 229
  作者：Cruz, Angeles de la、Elguero, Jose、Goya, Pilar、Martinez, Ana

  DOI：——

  日期：——
• CRUZ, ANGELES DE LA;ELGUERO, JOSE;GOYA, PILAR;MARTINEZ, ANA, J. HETEROCYCL. CHEM., 25,(1988) N 1, 225-229
  作者：CRUZ, ANGELES DE LA、ELGUERO, JOSE、GOYA, PILAR、MARTINEZ, ANA

  DOI：——

  日期：——
• Synthesis and supramolecular structures of manganese complexes with N-pyrazolylpropanamide-derived ligands
  作者：David J. D’Amico、Michael A. McDougal、Donna S. Amenta、John W. Gilje、Sida Wang、Cristian G. Hrib、Frank T. Edelmann

  DOI：10.1016/j.poly.2014.12.008

  日期：2015.3

  The syntheses and single crystal X-ray structures of the multifunctional acrylamide-derived ligands N-pyrazolyl-2-methylpropanamide (1, = N-ppa(Me)) and a mixture of 3- and 5-methylpyrazolylpropanamide (2a and 2b, = N-3(Me)ppa/N-(5Me)ppa), and their Mn2+ complexes are reported, as is the Mn2+ complex of N-triazolylpropanamide (3, = N-tpa). The general synthesis involves treatment of MnCl2 center dot 4H(2)O with the appropriate ligand in solution in the presence of triethylorthoformate as dehydrating agent. This way Mn2Cl4(N-ppa(Me))(2)(EtOH)(2) (4), [Mn(N-(PPa)-P-3Me)(2)(N-(PPa)-P-5Me)][MnCl4] (5), and MnCl2(N-tpa)(2)(EtOH)(2) (6) were obtained. In 4 the N-ppa(Me) ligand acts as N,O-chelating ligand whose oxygens bridge the two Mn2+ ions. The ligands are also chelating in 5. In contrast, monodentate N-coordination via the pyrazolyl ring was found for 6. The molecular and crystal structures of 1, 2a, 4, 5, and 6 have been determined by X-ray diffraction. The extensive hydrogen bonding that occurs in these compounds is discussed. (C) 2014 Elsevier Ltd. All rights reserved.
• <i>N</i>-Triazolylpropanamide - an Acrylamide-Derived Multifunctional Ligand for the Construction of Supramolecular Hydrogen-Bonded Networks
  作者：Thomas Wagner、Cristian G. Hrib、Volker Lorenz、Frank T. Edelmann、Jianfeng Zhang、Qiaohua Yi

  DOI：10.1002/zaac.201200322

  日期：2012.9.24

  The synthesis and single crystal X-ray structure of the multifunctional acrylamide-derived ligand N-triazolylpropanamide (1, = NTPA) are reported. The title compound was prepared in 72 % yield by Michael addition of 1, 2, 4-triazole and acrylamide in the presence of Triton B (= trimethylbenzylammonium hydroxide) as catalyst. Treatment of 1 with FeCl3(H2O)6 in MeOH/MeCN led to reduction and formation

  报道了多功能丙烯酰胺衍生配体 N-三唑基丙酰胺 (1, = NTPA) 的合成和单晶 X 射线结构。在作为催化剂的Triton B（=三甲基苄基氢氧化铵）存在下，通过1,2,4-三唑和丙烯酰胺的迈克尔加成以72%的产率制备标题化合物。在 MeOH/MeCN 中用 FeCl3(H2O)6 处理​​ 1 导致还原和形成铁 (II) 络合物 (NTPA)2FeCl2(MeOH)2（2，黄色棱柱，52% 产率）。1 和 2 都通过 X 射线衍射进行了结构表征。令人惊讶的是，2中的NTPA配体通过三唑环氮原子以单齿方式与铁配位。在晶体中，两种化合物形成超分子氢键网络。

表征谱图