4-[(2-aminoethyl)amino]-3-penten-2-one | 89376-43-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(2-aminoethyl)amino]-3-penten-2-one
• 英文别名: 7-Amino-4-methyl-5-azahept-3-en-2-one；(Z)-4-(2-aminoethylamino)pent-3-en-2-one
• CAS: 89376-43-2
• 化学式: C₇H₁₄N₂O
• 分子量: 142.201
• InChiKey: OCVAOVYELZVEGF-WAYWQWQTSA-N

物化性质

• 沸点：
  269.3±25.0 °C(Predicted)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(2-aminoethyl)amino]-3-penten-2-one 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 N-Methyl-N'-[2-((Z)-1-methyl-3-oxo-but-1-enylamino)-ethyl]-oxalamide
  参考文献：
  名称：

  Costes, Jean-Pierre; Dahan, Francoise; Laurent, Jean-Pierre, Journal of the Chemical Society, Dalton Transactions, 1989, p. 1017 - 1026

  摘要：

  DOI：
• 作为产物：
  描述：

  乙二胺 、 乙酰丙酮 以 水 为溶剂， 反应 10.0h， 以60%的产率得到4-[(2-aminoethyl)amino]-3-penten-2-one
  参考文献：
  名称：

  An Easy Synthesis of Enaminones in Water as Solvent

  摘要：

  烯丙酮是由δ-酮或 1,3-二酮和伯胺在水溶剂中制备而成。

  DOI：

  10.1055/s-2000-7608

文献信息

• Room-Temperature Synthesis of Pyrazoles, Diazepines, <font>β</font>-Enaminones, and <font>β</font>-Enamino Esters Using Silica-Supported Sulfuric Acid as a Reusable Catalyst Under Solvent-Free Conditions
  作者：Xiang Chen、Jin She、Zhi-Cai Shang、Jun Wu、Peizhi Zhang

  DOI：10.1080/00397910802441551

  日期：2009.2.25

  highly efficient regio- and chemoselective condensation of hydrazines/hydrazides, diamines, and primary amines with various β-dicarbonyl compounds at room temperature to afford pyrazoles, diazepines, and β-enaminones/β-enamino esters under solvent-free conditions within 5–15 min.

  摘要 二氧化硅负载的硫酸 (H2SO4·SiO2) 已被用作多相可回收催化剂，用于在室温下高效区域选择性和化学选择性地将肼/酰肼、二胺和伯胺与各种 β-二羰基化合物缩合得到吡唑。 、二氮杂和 β-烯胺酮/β-烯胺酯在无溶剂条件下在 5-15 分钟内。
• Bridging ability of a novel polydentate ligand (H2L) comprising an oxime function. Structures of a mononuclear precursor [NiL] and a dinuclear CuII2 complex. Magnetic properties of mononuclear (NiII and CuII), dinuclear (CuII2, NiII2, NiIICuII and CuIICrIII) and trinuclear (CuII3, CuIIMnIICuII and CuIIZnIICuII) complexes ‡
  作者：Jean-Pierre Costes、Françoise Dahan、Arnaud Dupuis、Jean-Pierre Laurent

  DOI：10.1039/a708374b

  日期：——

  A novel non-symmetrical polydentate Schiff base ligand 3-(2-[(1-methyl-3-oxobut-1-enyl)amino]ethyl}imino)butan-2-one oxime (H2L) comprising an oxime function among various donor sites yields neutral [NiIIL] and [CuIIL] complexes. The structural determination of [NiL] confirms the deprotonation of the oxime function. The deprotonated oxime oxygen atom can react with auxiliary complexes to give homo- and hetero-di- and tri-nuclear entities. The structural determination of a homodinuclear copper complex clearly shows the presence of the expected oxime bridge, along with an unexpected ketonic bridge between the two copper centres leading to a Cu[O,NO]Cu core. A moderate antiferromagnetic interaction is present in the di- and tri-nuclear copper complexes. A similar interaction is also observed in the heteronuclear complexes (CuIINiII and CuIIMnII) and, more surprisingly, in the heterodinuclear CuIICrIII entity. A generalization of the Cu[O,NO]Cu structure leads to a justification of these magnetic properties.

  一种新型不对称多齿Schiff碱配体3-(2-[(1-甲基-3-氧代丁-1-烯基)氨基]乙基}亚氨基)丁-2-酮肟(H2L)在多个供体位点间包含肟基功能，生成中性[NiIIL]和[CuIIL]配合物。[NiL]的结构确定确认了肟基功能的去质子化。去质子化的肟氧原子可以与辅助配合物反应，形成同核和异核的二核和三核实体。对同二核铜配合物的结构确定清晰地显示出预期的肟桥的存在，以及两个铜中心间意外的酮桥，从而形成了Cu[O,NO]Cu核。在二核和三核铜配合物中存在适度的反铁磁相互作用。在异核配合物（CuIINiII和CuIIMnII）中也观察到了类似的相互作用，更令人惊讶的是，在异二核CuIICrIII实体中也出现了这种相互作用。对Cu[O,NO]Cu结构的推广为这些磁性特性提供了合理解释。
• Mono- and di-nuclear nickel(<scp>II</scp>) complexes with Schiff bases derived from 4-substituted 2,6-diformylphenol and 7-amino-4-methyl-5-azahept-3-en-2-one; crystal and molecular structure of [4-chloro-2,6-bis(4-methyl-2-oxo-5,8-diazanona-3,8-dienyl)phenolato(3–)]dinickel(<scp>II</scp>) bromide hemihydrate
  作者：Marek Kwiatkowski、Edmund Kwiatkowski、Aleksandra Olechnowicz、Douglas M. Ho、Edward Deutsch

  DOI：10.1039/dt9900003063

  日期：——

  five-membered chelate ring in dinuclear nickel complexes is observed. The single-crystal X-ray structure of [4-chloro-2,6-bis(4-methyl-2-oxo-5,8-diazanona-3,8-dienyl)phenolato(3–)]dinickel(II) bromide hemihydrate has been determined. It consists of a dinuclear complex cation of twisted bifurcated shape and a bromide anion, with a half-equivalent of water incorporated into the crystal lattice. Crystallographic data:

  4-氯或4-甲基-2,6-二甲酰基苯酚与7-氨基-4-甲基-5-氮杂三烯-3-烯-2-酮的反应导致四价单核或七齿双核席夫碱配体，取决于反应条件。已经获得了具有两种配体的镍配合物，并通过红外，紫外可见，核磁共振和质谱对其进行了表征。观察到一个有趣的例子，即双核镍配合物中五元螯合环的假旋转受到阻碍。[4-氯-2,6-双（4-甲基-2-氧代-5,8-二氮杂那娜-3,8-二烯基）苯酚基（3-）] dinickel（II的单晶X射线结构）已确定溴化半水合物。它由扭曲的分叉形状的双核络合物阳离子和溴化物阴离子组成，其中一半当量的水混入了晶格中。晶体学数据：空间群Ç 2 / Ç（编号15），一个= 22.082（4），b = 11.5，c ^ = 22.368（4），β= 118.61（1）°，[R和- [R '0.0380和0.0318，分别。
• Nickel(II) complexes with unsymmetrical quadridentate Schiff bases having a pendant N-acyl substituent
  作者：Marek Kwiatkowski、Giuliano Bandoli

  DOI：10.1039/dt9920000379

  日期：——

  The condensation of N-acylated derivatives of o-aminocarbonyl aromatic compounds with the precursor 7-amino-4-methyl-5-azahept-3-en-2-one has been found to depend on the acidity of the amide proton and the nature of the substituent on the carbonyl carbon atom. Three new quadridentate Schiff-base ligands and their nickel(II) complexes having a pendant N-acetyl or N-trifluoroacetyl group have been obtained and characterized by spectroscopic techniques. A very unusual temperature-dependent proton NMR spectrum has been found for [4-methyl-9-(o-trifluoroacetylaminophenyl)-5,8-diazadeca-3,8-dien-2-onato(2-)] nickel(II) indicating a substantial energy barrier for enantiomer interconversion of the chiral complex molecule at moderate temperature. The crystal and molecular structure of this complex has been determined and shows that a fluorine-nickel interaction may be responsible for the inhibited enantiomer interconversion in N-trifluoroacetyl substituted nickel complexes. Crystallographic data: space group P2(1)/c, a = 9.057(2), b = 13.769(4), c = 14.664(4) angstrom, beta = 108.43(2)-degrees, final R = 0.0434.
• Synthesis and characterisation of manganese(III) unsymmetrical Schiff-base complexes: a unique example of a cocrystallised manganese(III) unsymmetrical Schiff-base complex, and a symmetric Schiff-base complex arising from rearrangement of the former
  作者：Ana Garcia-Deibe、Manuel R. Bermejo、Antonio Sousa、Charles A. McAuliffe、Paul McGlynn、Peter T. Ndifon、Robin G. Pritchard

  DOI：10.1039/dt9930001605

  日期：——

  Some manganese(III) complexes with unsymmetrical Schiff bases have been prepared and characterised. The ligands were prepared by condensation of 7-amino-4-methyl-5-azahept-3-en-2-one with salicylaldehyde, 2-hydroxyacetophenone or substituted salicylaldehydes (5-chloro, 5-methoxy, 3-ethoxy or 3,5-dibromo). On reaction with manganese(II) perchlorate in air, manganese(III) Schiff-base complexes are obtained. The crystal structures of two of these have been determined, one being cocrystallised with [Mn(salen)(H2O)}2][ClO4]2 containing the symmetrical salen ligand [N,N'-ethane-1,2-diylbis(salicylideneiminate)]. Unlike the dimeric structures previously found for similar complexes, the two structures are monomeric with octahedral MnN2O4 co-ordination spheres.