2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)carbothioamide | 38407-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)carbothioamide
• 英文别名: N-(2-propenyl)-2-[(2-hydroxyphenyl)methylene]hydrazine-carbothiamide；2-(2-hydroxybenzylidene)-N-(prop-2-en1-yl)hydrazinecarbothioamide；N-allyl-N'-salicylidenethiosemicarbazone；salicylaldehyde 4-allylthiosemicarbazone；2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide；1-[(2-hydroxyphenyl)methylideneamino]-3-prop-2-enylthiourea
• CAS: 38407-90-8
• 化学式: C₁₁H₁₃N₃OS
• 分子量: 235.31
• InChiKey: WDNVMOVQOOIKEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  88.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)carbothioamide 、 palladium dichloride 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.17h， 以75%的产率得到Pd(H2L)Cl
  参考文献：
  名称：

  涉及2-[（（2-羟基苯基）亚甲基]肼-N-（2-丙烯基）-碳硫代酰胺作为配体或原配体的新型Pd（II）配位化合物：合成，晶体结构和分析应用

  摘要：

  摘要合成了具有硫脲衍生物2-[（（2-羟基苯基）亚甲基]肼-N-（2-丙烯基）-碳硫酰胺的新型钯（II）配合物，并通过单晶X射线衍射，IR，UV-Vis对其进行了表征。 ，1 H和13 C NMR光谱。根据合成条件，配体可以作为中性分子或单/双阴离子形成络合物的金属离子配位体Pd（H 2 L）Cl（I），Pd（HL）H 3 L（II），Pd（HL' Cl（III）。两个配体分子在配合物（II）中具有不同的配位，其中一个碳硫酰胺分子以三齿形式配位为硫醇形式，而另一个则通过硫脲基团的硫以单齿形式与金属结合。硫酮互变异构形式。化合物（III）在酸性介质中合成，该酸性介质引起碳硫酰胺的烯丙基片段的环化。选定的配体还与作为二元酸的Pd（II）反应生成阴离子络合物[Pd（HL）Cl]-，它是一种作为曲霉毒素碱性染料[Pd（HL）Cl] [AF]的盐分离的化合物。 。最后一个用于开发一种从含铂金属混合物的水溶液中选择性萃取Pd

  DOI：

  10.1016/j.poly.2012.12.021

文献信息

• Synthesis, Structure, and Biological Activity of Mixed-Ligand Amine-Containing Copper(II) Coordination Compounds with 2-(2-Hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide
  作者：А. P. Gulea、V. О. Graur、Ia. I. Ulchina、P. N. Bourosh、V. A. Smaglii、O. S. Garbuz、V. I. Tsapkov

  DOI：10.1134/s1070363221010114

  日期：2021.1

  Abstract Сopper(II) nitrate reacts in ethanol with 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide H2L in an 1 : 1 molar ratio to form the coordination compound Cu(HL)NO3·H2O. The introduction of amines [imidazole (Im), 3,5-dibromopyridine (3,5-Br2Py), and 4-methylpyridine (4-Pic)] into the reaction mixture in a molar ratio 1 : 1 : 2 leads to the formation of CuA(HL)NO3·nH2O [A =

  摘要 硝酸op（II）在乙醇中与2-（2-羟基苄叉基）-N-（丙-2-烯-1-基）肼基碳硫代酰胺H 2 L的摩尔比为1：1的配位化合物Cu（HL） NO 3 ·H 2 O.引入胺[咪唑（IM），3,5-二溴吡啶（3,5-溴2 PY），和4-甲基吡啶（4-PIC）]到反应混合物中的摩尔比1：1：2导致形成CuA（HL）NO 3 · n H 2 O [A = Im，3,5-Br 2 Py，4-PIc; ñ= 0，3]个复合物。通过X射线结构分析确定所获得的化合物的结构。合成的复合物显示出抗菌，抗真菌，抗氧化剂和抗癌活性。
• The first square-planar copper(II) 1:2 complex with differently coordinated 2-hydroxybenzaldehyde 4-allylthiosemicarbazone ligands
  作者：Vladimir V. Bon

  DOI：10.1107/s0108270110035754

  日期：2010.10.15

  The title compound, [(Z)‐4‐allyl‐2‐(2‐hydroxybenzylidene)thiosemicarbazide‐κS][(E)‐4‐allyl‐1‐(2‐oxidobenzylidene)thiosemicarbazidato‐κ3O,N1,S]copper(II) monohydrate, [Cu(C11H11N3OS)(C11H13N3OS)]·H2O, crystallized as a rotational twin in the monoclinic crystal system (space group Cc) with two formula unit (Z′ = 2) in the asymmetric unit, one of which contains an allyl substituent disordered over two

  的标题化合物，[（Ž）-4-烯丙基-2-（2-羟基苯亚甲基）氨基硫脲-κ小号] [（ë）-4-烯丙基-1-（2- oxidobenzylidene）thiOSemicarbazidato-κ 3 ö，Ñ 1，S ]一水合铜（II），[Cu（C 11 H 11 N 3 OS）（C 11 H 13 N 3 OS）]·H 2 O，在单斜晶体系统（空间群Cc）中结晶为旋转孪晶在不对称单元中的两个式单元（Z ′＝ 2），其中一个包含在两个位置上无序的烯丙基取代基。铜II原子展现出扭曲的方平面几何形状，其中涉及两个不同配位的硫代半碳胺配体。一个配体通过酚盐O，偶氮甲碱N和硫酰胺S原子以三齿方式与Cu II原子键合，而另一个配体仅通过S原子以单齿方式配位。该复合物通过分子内氢键稳定，从而形成六元假螯合金属环。结构分析表明三齿配体存在E异构体，单齿配体存在Z异构体。晶体结构包含一个由分子间OH-O ...
• [Cu3(C11H12N3OS)3(C11H10N3OS)]SO4 · 3H2O, a trinuclear heteroleptic copper(II) complex with N-allyl-N′-salicylidenethiosemicarbazone and its cyclization product: Synthesis and X-ray diffraction study
  作者：V. V. Bon、S. I. Orysyk、V. I. Pekhnyo

  DOI：10.1134/s1070328411010027

  日期：2011.2

  the starting organic ligand in the thione form. The cyclization product of this ligand is coordinated through two triazole N atoms and the thiol S atom, thus extending the square environment of copper. The cluster structure of the complex is formed by the bridging bonds Cu-O-Cu between the Cu(1) and Cu(2) atoms and by the bridging bonds Cu-S-Cu between the Cu(2) and Cu(3) atoms.

  获得了具有N-烯丙基-N'-水杨基亚硫基半脲的三核铜（II）配合物的单晶及其环化产物，并通过X射线衍射进行了检查。将反应混合物在室温下长时间保存在乙醇水溶液中，导致起始配体部分环化为2-（4-烯丙基-5-巯基-4H-1,2,4-三唑-3-基）苯酚，然后进行配位将两个配体都结合成铜离子，得到经验式为C 44 H 50 N 12 O 11 S 5 Cu 3的簇型三核配合物。晶体是单斜晶体，空间群P 2 1 / n，a = 14.1169（4）Å，b = 20.1006（5）Å，c = 19.6852（5）0A，β= 107.065（2）°，Z = 4，R 1 = 0.0586（I >4σ（I））。复合体的结构由三个正方形碎片组成；在每个片段中，Cu原子被硫酮形式的起始有机配体以三齿形式配位。该配体的环化产物通过两个三唑N原子和硫醇S原子配位，从而扩展了铜的正方形环境。复合物的簇结构是由Cu（1
• CRYSTAL STRUCTURES OF [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](1,10- PHENANTHROLINE)COPPER AND [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](2,2′- BIPYRIDINE)COPPER HEMIHYDRATES
  作者：Yu. M. Chumakov、V. O. Graur、Ya. I. Ulchina、V. A. Smaglii、A. P. Gulea、O. S. Garbuz、V. I. Tsapkov

  DOI：10.1134/s0022476622060075

  日期：2022.6

  10-phenanthroline)copper hemihydrate [Cu(1,10-Phen)(L)]·0.5H2O (I) and [N′-(2-oxidobenzylidene)-N-(prop-2-en-1-yl)-carbamohydrazonothioato(2-)](2,2′-bipyridine)copper hemihydrate [Cu(2,2′-BPy)(L)]·0.5H2O (II), where Н2L is 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide, are determined. The asymmetric unit of the unit cell in the crystal structures of I and II contains a copper complex with bidentate

  摘要 [ N '-(2-oxidobenzylidene) -N- (prop-2-en-1-yl)-carbamohydrazonothioato(2-)](1,10-phenanthroline)铜半水合物[Cu(1 ,10-Phen)(L)]·0.5H 2 O ( I ) 和 [ N '-(2-oxidobenzylidene) -N- (prop-2-en-1-yl)-carbamohydrazonothioato(2-)](2 ,2'-联吡啶)铜半水合物[Cu(2,2'-BPy)(L)]·0.5H 2 O ( II ), 其中Н 2 L 是2-(2-羟基亚苄基)- N -(prop-2测定-en-1-基)肼硫代碳酰胺。I和II晶体结构中晶胞的不对称单元包含与二齿胺的铜络合物和由偶氮甲碱氮原子、去质子化的酚氧原子和硫醇形式的硫原子配位的配体。化合物Ⅰ和Ⅱ中铜原子的配位多面体是一个扭
• Synthesis, structural and spectral characterization of Zn(II) complexes, derived from thiourea and thiosemicarbazide
  作者：S.I. Orysyk、V.V. Bon、O.O. Obolentseva、Yu. L. Zborovskii、V.V. Orysyk、V.I. Pekhnyo、V.I. Staninets、V.M. Vovk

  DOI：10.1016/j.ica.2011.10.027

  日期：2012.3

  Novel mono-and binuclear complexes of Zn(II) with thiourea derivatives (H2L) (N-2-propenyl-N'-2-pyridinylthiourea) and thiosemicarbazide, H3L (2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)carbothioamide, (2-[(2-hydroxyphenyl) methylene] hydrazine-N-phenylcarbothioamide) have been synthesized. The possibility of mono-or tridentate coordination to the central metal ion of these ligands both in neutral and in monodeprotonated thionic tautomeric form with the stoichiometric ratios Zn: L = 1: 1 and 1: 2 has been shown. The synthesized complexes Zn(CH3COO)(2)(H2L)(2) (I), Zn-2(CH3COO)(2) (H2L)(2)center dot Zn-2(CH3COO)(H2O)(H2L)(2) (II), Zn(H2L)(2) (III), Zn-2(CH3COO)(2)(H2L)(2) (IV) have been studied by IR, UV-Vis, H-1, C-13 NMR spectroscopy and single crystal X-ray diffraction (I, II, IV). It has been established that in compound (I) the central Zn atom forms a strongly distorted tetrahedral ZnS2O2 coordination, while in (II) and (IV) it forms a square-pyramidal ZnSNO3 environment. In the case of complex (II) the asymmetric unit contains two molecules of binuclear complex compounds, which are slightly differ by coordination in vertex direction of Zn polyhedron. The square-pyramidal geometry of Zn(II) ions from the first molecule completed by two acetate anions, which is similar to compound (IV). In the second molecule, the Zn(II) coordination polyhedrons are completed by one acetate anion and one water molecule. (C) 2011 Elsevier B. V. All rights reserved.