Methyl pyruvate thiosemicarbazone | 143629-05-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Methyl pyruvate thiosemicarbazone
• 英文别名: N'-[(1-methoxy-1-oxopropan-2-ylidene)amino]carbamimidothioic acid
• CAS: 143629-05-4
• 化学式: C₅H₉N₃O₂S
• 分子量: 175.211
• InChiKey: CENGGYGYNRDQEE-UHFFFAOYSA-N

物化性质

• 沸点：
  269.1±23.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl pyruvate thiosemicarbazone 在 CoCl₂ 作用下， 以 水 为溶剂， 生成 6-氮杂-2-硫代胸腺嘧啶
  参考文献：
  名称：

  Belicchi Ferrari, Marisa; Gasparri Fava, Giovanna; Pelosi, Giorgio, Journal of the Chemical Society, Dalton Transactions, 1995, # 18, p. 3035 - 3040

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酮酸甲酯 、 氨基硫脲 以 甲醇 为溶剂， 生成 Methyl pyruvate thiosemicarbazone
  参考文献：
  名称：

  Investigations into bis(triphenylphosphine)copper(I) complexes with cyclic derivatives of methylpyruvate thiosemicarbazones

  摘要：

  The syntheses of four compounds, obtained by the reaction of methylpyruvate thiosemicarbazone (Hmpt) and its methyl (Me-Hmpt) and allyl (Allyl-Hmpt) derivatives with bis(triphenylphosphine)copper(l) acetate, are reported. The compounds [Cu(PPh3)(2)(pt(c))(Hpt(c))]center dot H2O (1), [Cu(PPh3)(2)(Me-pt(c))] (2), [Cu-2(PPh3)(2)mu-S(Me-pt)mu-S(Me-pt(c))]center dot H2O (3) and [Cu(PPh3)(2)(Allyl-pt(c))] (4) [H(2)pt = pyruvic acid thiosemicarbazone and Hptc = cyclized pyruvic acid thiosemicarbazone, Me = methyl and Allyl are radical substituents on the amino nitrogen] were characterized by elemental analysis, IR, H-1 NMR, and by X-ray crystallography. Compound 3 was also studied by EPR because of the presence in the compound of two copper atoms in two different oxidation states. During the complexation reaction, the thiosemicarbazone ligands tend to undergo a cyclization reaction that leads to the formation of a six-member heterocyclic ring. All four compounds present the [Cu(PPh3)(2)](+) fragment and constant but different coordination situations. Compound 1 contains two cyclic ligand molecules, one protonated and the other deprotonated, bound as monodentate through the sulfur. Compounds 2 and 4 present a single deprotonated cyclic SN bidentate ligand molecule, while compound 3 contains copper(I) and copper(II), and two ligand molecules, one of which is linear and behaves as SNO tridentate and the other is cyclic and behaves as bridging mu SN. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.04.009

文献信息

• Cobalt(<scp>III</scp>) complexes with thiosemicarbazones as co-ordinating agents. Spontaneous resolution by crystallization and absolute configuration
  作者：Marisa Belicchi Ferrari、Giovanna Gasparri Fava、Giorgio Pelosi、Maria C. Rodriguez-Argüelles、Pieralberto Tarasconi

  DOI：10.1039/dt9950003035

  日期：——

  Two new cobalt(III) complexes with pyridoxal [3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde] and pyruvic acid thiosemicarbazones (H2L and H2pt)[Co(HL)2]Cl·EtOH 1 and [Co(Hpt)(pt)]2 respectively, have been synthesized and characterized using single-crystal X-ray diffraction and IR and CD spectroscopic methods. The structure of 2-thio-6-azathymine [6-methyl-3-thioxo-1,2,4-triazin-5-(2H

  吡new醛[3-羟基-5-（羟甲基）-2-甲基吡啶-4-甲醛]和丙酮酸硫代半脲酮（H 2 L和H 2 pt）[Co（HL）2 ] Cl·的两个新的钴（III）配合物EtOH 1和[Co（Hpt）（pt）] 2分别通过单晶X射线衍射，IR和CD光谱法合成和表征。丙酮酸甲基硫代半卡巴酮环化过程中得到的2-硫代6-氮杂嘧啶[6-甲基-3-硫代-1,2,4-三嗪-5-（2 H，4 H）-one]的结构。还描述了其与钴（II）盐的络合反应。1的结构由离散的[CO（HL）2 ] +阳离子，氯-阴离子和乙醇溶剂化物的分子，其的2包括中性单体和两个配位体是不等价的。在这两种络合物中，钴的配位几何均呈八面体形，两个配体呈mer构型（S和O原子彼此顺式，N原子反式）。复合物1是通过优先结晶而光学拆分的实例，是手性的。
• First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization
  作者：Marko Rodic、Vukoslava Miskov-Pajic、Vukadin Leovac、Mirjana Radanovic、Ljiljana Vojinovic-Jesic、Svetlana Belosevic、Zeljko Jacimovic、Vukosava Zivkovic-Radovanovic

  DOI：10.2298/jsc191219010r

  日期：——

  reaction of acetone solutions of CoX2∙ n H2O (X = Cl, Br) with methyl pyruvate semi/thiosemicarbazone (Hmps, Hmpt) the first Co(II) com­plexes with these ligands, i.e. , [Co(Hmps)(H2O)X2] (X = Cl ( 1 ), Br ( 2 )), [Co(Hmpt)2][CoCl4]∙2H2О ( 3 ) and [Co(Hmpt)2]Br2∙Me2CO ( 4 ) were obtained. Complexes 1 and 2 represent the first examples of metal complexes of Hmps. All the obtained compounds were characterized

  在CoX2∙n H2O（X = Cl，Br）的丙酮溶液与丙酮酸半/硫代半碳a酮（Hmps，Hmpt）的反应中，第一个Co（II）与这些配体的配合物，即[Co（Hmps）（ ） X 2]（X ＝ Cl（1），Br（2）），获得[Co（Hmpt）2] [CoCl 4]·2H 2О（3）和[Co（Hmpt）2] Br 2·Me 2 CO（4）。配合物1和2代表Hmps金属配合物的第一个例子。所有获得的化合物都通过元素分析，电导，磁测量和红外光谱进行了表征，对于配合物2-4，还进行了单晶X射线衍射分析。复合物1和2的有效磁矩接近上限（5μB），复合物3和4的有效磁矩接近下限（4.4μB），因此是高旋转Co（II）的特征）复合体。结构分析表明，两个配体都通过酯氧，亚胺氮和脲基的氧原子（Hmps）或硫脲基的硫原子（Hmpt）以三齿形式配位为中性形式。中心金属原子位于变形的八面体配位环境中。配合物2
• Belicchi Ferrari, Marisa; Gasparri Fava, Giovanna; Pelizzi, Corrado, Journal of the Chemical Society, Dalton Transactions
  作者：Belicchi Ferrari, Marisa、Gasparri Fava, Giovanna、Pelizzi, Corrado、Tarasconi, Pieralberto

  DOI：——

  日期：——