(E)-2-(2-chloro-4-hydroxybenzylidene)-N-methylhydrazine-1-carbothioamide | 1206228-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-2-(2-chloro-4-hydroxybenzylidene)-N-methylhydrazine-1-carbothioamide
• CAS: 1206228-03-6
• 化学式: C₉H₁₀ClN₃OS
• 分子量: 243.717
• InChiKey: LZBPEZNGNPQBFH-LFYBBSHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  56.65
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 (E)-2-(2-chloro-4-hydroxybenzylidene)-N-methylhydrazine-1-carbothioamide 以 甲苯 为溶剂， 以31.8%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of thiosemicarbazone derivatives of 2-chloro-4-hydroxy-benzaldehyde and their rhenium(I) complexes

  摘要：

  N-Thioamide thiosemicarbazone derived of 2-chloro-4-hydroxy-benzaldehyde (R = H, HL1; R = Me, HL2 and R = Ph, HL3) have been prepared and their reaction with fac-[ReX(CO)(3)(CH3CN)(2)] (X = Br, Cl) in chloroform gave the adducts [ReX(CO)(3)(HL)] (1a X = Cl, R = H; 1a' X = Br, R = H; 1b X = Cl, R = CH3: 1b', X = Br, R = CH3; 1c X = Cl, R = Ph: 1c' X = Br, R = Ph) in good yield. Complexes 1a' and 1b' were also obtained by the reaction of HL1 and HL3 with [ReBr(CO)(5)] in toluene.All the compounds have been characterized by elemental analysis, mass spectrometry (FAB), IR and H-1 NMR spectroscopic methods. Moreover, the structures of HL2, HL3 and 1a center dot H2O were also established by X-ray diffraction. In la, the rhenium atom is coordinated by the sulphur and the azomethine nitrogen atoms, forming a five-membered chelate ring, as well as three carbonyl carbon and chloride atoms. The resulting coordination polyhedron can be described as a distorted octahedron.The study of the crystals obtained by slow evaporation of methanol and DMSO solutions of the adducts 1a' and 1b, respectively, showed the formation of dinner structures based on rhenium(I) thiosemicarbazonates [Re-2(L-1)(2)(CO)(6)]center dot 3H(2)O (2a)center dot 3H(2)O and [Re-2(L-2)(2)(CO)(6)]center dot(CH3)(2)SO (2b)center dot 2(CH3)(2)SO. Amounts of these thiosemicarbazonate complexes [Re-2(L)(2)(CO)(6)] (2) were obtained by reaction of the corresponding free ligands with [ReCl(CO)(5)] in dry toluene. In 2a center dot 3H(2)O and 2b center dot 2(CH3)(2)SO the dimer structures are established by Re-S-Re bridges, where S is the thiolate Sulphur from a N,S-bidentate thiosemicarbazonate ligand.In both structures the rhenium coordination sphere is similar; the dimers are in the same diamond Re2S2 face. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.09.002