N'-(pyridine-2-carbonyl)hydrazine carbodithioic benzyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N'-(pyridine-2-carbonyl)hydrazine carbodithioic benzyl ester
• 英文别名: benzyl N-(pyridine-2-carbonylamino)carbamodithioate
• 化学式: C₁₄H₁₃N₃OS₂
• 分子量: 303.409
• InChiKey: FDALKMZZDAQOKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(pyridine-2-carbonyl)hydrazine carbodithioic benzyl ester 、 zinc dibromide 以 甲醇 、 乙腈 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Cu(II), Zn(II) and Mn(II) complexes of NNS tridentate and Pd(II) complex of NN(μ-S) tetradentate thiobenzyl esters: Synthesis, spectral and X-ray characterization

  摘要：

  A new type of NNS tridentate ligand, N'gbis(benzylsulfanyl)methylenel-picolinoyl hydrazide (Hbsmph) (1), and N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (H(2)pchcbe), together with their Cu(II), Zn(II)/Mn(II) and tetranuclear Pd(II) complexes, have been synthesized. The reactions of N'-[bis(benzylsulfanyl)methylene]-picolinoyl hydrazide (Hbsmph) (1) with CuCl2 center dot 2H(2)O, CuBr2 and CuCl gave [Cu(bsmph)X center dot CH3OH] {X = Cl (2), Br (3)} and [Cu(bsmph)(mu-Cl)](2)center dot 2H(2)O (4), respectively. The reactions of N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (Hpchcbe) with ZnCl2 center dot 2H(2)O, MnCl2 center dot 4H(2)O and ZnBr2 yielded [M(Hpchcbe)(2)]center dot CHCI3 {M = Zn (5), Mn (7)) and [Zn(Hpchcbe)2] (6), which possess a distorted octahedral geometry. A tetranuclear [Pd-4(mu-pchcbe)4]center dot 4H(2)O complex (8) has also been prepared by the reaction of Hpchcbe with PdCl2, which has a square planar geometry around each Pd(II) centre. An interesting feature of the Pd(II) complex is the formation of an eight membered twisted boatlike arrangement of alternate palladium and sulfur atoms, with Pd-Pd distances of 3.317(5) and 3.280(5) angstrom. In [Pd-4(mu-pchcbe)(4)]center dot 4H(2)O, the ligand behaves as NN(mu-S) dinegative tetradentate, whereas in the Zn(II) and Mn(II) complexes it acts as mononegative NNS tridentate. The thermal degradation of complexes 4 and 8 has been investigated by TGA, which indicates that the final residues are CuS and PdS, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.05.015
• 作为产物：
  描述：

  2-吡啶甲酰肼 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 N'-(pyridine-2-carbonyl)hydrazine carbodithioic benzyl ester
  参考文献：
  名称：

  Cu(II), Zn(II) and Mn(II) complexes of NNS tridentate and Pd(II) complex of NN(μ-S) tetradentate thiobenzyl esters: Synthesis, spectral and X-ray characterization

  摘要：

  A new type of NNS tridentate ligand, N'gbis(benzylsulfanyl)methylenel-picolinoyl hydrazide (Hbsmph) (1), and N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (H(2)pchcbe), together with their Cu(II), Zn(II)/Mn(II) and tetranuclear Pd(II) complexes, have been synthesized. The reactions of N'-[bis(benzylsulfanyl)methylene]-picolinoyl hydrazide (Hbsmph) (1) with CuCl2 center dot 2H(2)O, CuBr2 and CuCl gave [Cu(bsmph)X center dot CH3OH] {X = Cl (2), Br (3)} and [Cu(bsmph)(mu-Cl)](2)center dot 2H(2)O (4), respectively. The reactions of N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (Hpchcbe) with ZnCl2 center dot 2H(2)O, MnCl2 center dot 4H(2)O and ZnBr2 yielded [M(Hpchcbe)(2)]center dot CHCI3 {M = Zn (5), Mn (7)) and [Zn(Hpchcbe)2] (6), which possess a distorted octahedral geometry. A tetranuclear [Pd-4(mu-pchcbe)4]center dot 4H(2)O complex (8) has also been prepared by the reaction of Hpchcbe with PdCl2, which has a square planar geometry around each Pd(II) centre. An interesting feature of the Pd(II) complex is the formation of an eight membered twisted boatlike arrangement of alternate palladium and sulfur atoms, with Pd-Pd distances of 3.317(5) and 3.280(5) angstrom. In [Pd-4(mu-pchcbe)(4)]center dot 4H(2)O, the ligand behaves as NN(mu-S) dinegative tetradentate, whereas in the Zn(II) and Mn(II) complexes it acts as mononegative NNS tridentate. The thermal degradation of complexes 4 and 8 has been investigated by TGA, which indicates that the final residues are CuS and PdS, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.05.015

文献信息

• Cu(II), Zn(II) and Mn(II) complexes of NNS tridentate and Pd(II) complex of NN(μ-S) tetradentate thiobenzyl esters: Synthesis, spectral and X-ray characterization
  作者：Pooja Bharati、A. Bharti、M.K. Bharty、N.K. Singh、S. Kashyap、Udai P. Singh、R.J. Butcher

  DOI：10.1016/j.poly.2015.05.015

  日期：2015.9

  A new type of NNS tridentate ligand, N'gbis(benzylsulfanyl)methylenel-picolinoyl hydrazide (Hbsmph) (1), and N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (H(2)pchcbe), together with their Cu(II), Zn(II)/Mn(II) and tetranuclear Pd(II) complexes, have been synthesized. The reactions of N'-[bis(benzylsulfanyl)methylene]-picolinoyl hydrazide (Hbsmph) (1) with CuCl2 center dot 2H(2)O, CuBr2 and CuCl gave [Cu(bsmph)X center dot CH3OH] X = Cl (2), Br (3)} and [Cu(bsmph)(mu-Cl)](2)center dot 2H(2)O (4), respectively. The reactions of N'-(pyridine 2-carbonyl) hydrazine carbodithioic acid benzyl ester (Hpchcbe) with ZnCl2 center dot 2H(2)O, MnCl2 center dot 4H(2)O and ZnBr2 yielded [M(Hpchcbe)(2)]center dot CHCI3 M = Zn (5), Mn (7)) and [Zn(Hpchcbe)2] (6), which possess a distorted octahedral geometry. A tetranuclear [Pd-4(mu-pchcbe)4]center dot 4H(2)O complex (8) has also been prepared by the reaction of Hpchcbe with PdCl2, which has a square planar geometry around each Pd(II) centre. An interesting feature of the Pd(II) complex is the formation of an eight membered twisted boatlike arrangement of alternate palladium and sulfur atoms, with Pd-Pd distances of 3.317(5) and 3.280(5) angstrom. In [Pd-4(mu-pchcbe)(4)]center dot 4H(2)O, the ligand behaves as NN(mu-S) dinegative tetradentate, whereas in the Zn(II) and Mn(II) complexes it acts as mononegative NNS tridentate. The thermal degradation of complexes 4 and 8 has been investigated by TGA, which indicates that the final residues are CuS and PdS, respectively. (C) 2015 Elsevier Ltd. All rights reserved.