5-(4-methylphenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione | 147675-18-1

• 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: 5-(4-methylphenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione
• CAS: 147675-18-1
• 化学式: C₂₀H₁₆N₄S
• 分子量: 344.44
• InChiKey: KKYOIWNQCGVAHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  64.3
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(4-methylphenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione 在 氯 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  (氰基)硫代乙酰胺与β-二酮芳基腙的反应：2(1H)-吡啶硫酮、噻吩并[2,3-b]吡啶和吡唑并[3,4-b]吡啶的新合成

  摘要：

  描述了使用 (氰基) 硫代乙酰胺和 1,3-二酮的芳基腙作为起始组分的 2 (1 H)-吡啶硫酮、噻吩并 [2,3-b] 吡啶和吡唑并 [3,4-b] 吡啶的新型合成方法。

  DOI：

  10.1246/bcsj.66.555
• 作为产物：
  描述：

  1-苯基-1,3-丁二酮 在 盐酸 、 sodium ethanolate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 5-(4-methylphenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione
  参考文献：
  名称：

  (氰基)硫代乙酰胺与β-二酮芳基腙的反应：2(1H)-吡啶硫酮、噻吩并[2,3-b]吡啶和吡唑并[3,4-b]吡啶的新合成

  摘要：

  描述了使用 (氰基) 硫代乙酰胺和 1,3-二酮的芳基腙作为起始组分的 2 (1 H)-吡啶硫酮、噻吩并 [2,3-b] 吡啶和吡唑并 [3,4-b] 吡啶的新型合成方法。

  DOI：

  10.1246/bcsj.66.555

文献信息

• Green Technique-Solvent Free Microwave Synthesis and Antimicrobial Evaluation of New Thiopyridine Arabinosides
  作者：Ibrahim Maghrabi、Saleh Alghamdi、Majed Alrobaian、Hany Eldeab

  DOI：10.3390/molecules21040477

  日期：——

  A green protocol has been applied to synthesize a novel series of 3-cyano-2-(tri-O-acetyl-β-d-arabinopyranosylthio)pyridines in a short reaction time, in higher yields and with simpler operations, when compared with the conventional heating method. Deacetylation of the obtained acetylated arabinosides produced 2-(β-d-arabinopyranosylthio)-3-cyanopyridines. The structures of the obtained products were confirmed on the basis of spectroscopic data (FT-IR, 1D, 2D-NMR). The synthesized compounds were screened for the antimicrobial activity against a selection of Gram positive and Gram negative bacteria.

  一种绿色化学方法被应用于合成一系列新型的3-氰基-2-（三-O-乙酰-β-d-阿拉伯吡喃糖基硫）吡啶，反应时间较短，产率更高，操作简单，相比传统加热方法。获得的乙酰化阿拉伯糖苷的去乙酰化反应生成了2-（β-d-阿拉伯吡喃糖基硫）-3-氰基吡啶。通过光谱数据（FT-IR, 1D, 2D-NMR）确认了所获得产品的结构。合成的化合物对选定的革兰氏阳性和革兰氏阴性细菌进行了抗菌活性筛选。
• Convenient Synthesis of 2(1<i>H</i>)-Pyridinethione Glycosides
  作者：Galal E. H. Elgemeie、Adel M. E. Attia、Ali M. Elzanate、A. K. Mansour

  DOI：10.1246/bcsj.67.1627

  日期：1994.6

  A novel synthesis of 2(1H)-pyridinethione glycosides utilizing 2(1H)-pyridinethiones or their sodium salts and α-tetra-O-acetyl-glucosyl or d-galactosyl bromides as starting components is described.

  本研究描述了一种利用 2(1H)-吡啶硫酮或其钠盐和 α-四-O-乙酰基-葡萄糖基或 d-半乳糖基溴化物作为起始成分合成 2(1H)- 吡啶硫酮苷的新方法。
• THE DIRECT ELECTROCHEMICAL SYNTHESIS OF Co(II), Ni(II), AND Cu(II) COMPLEXES OF SOME PYRIDINETHIONE DERIVATIVES
  作者：Regab R. Amin、Galal E. H. Elgemeie

  DOI：10.1081/sim-100002230

  日期：2001.3.31

  Anodic oxidation of Co, Ni and Cu in an anhydrous acetone solution of pyridine-2-(1H)-thione-3-cyano-4,6-dimethyl-5-(phenylazo) (HL1) and its derivatives, pyridine-2-(1H)-thione-3-cyano-4,6-dimethyl-5-(4-chlorophenylazo) (HL2), pyridine-2- (1H)-thione-3-cyano-4,6-dimethyl-5-(4-methylphenylazo) (HL3) pyridine-2-(1H)-thione-3-cyano-4,6-dimethyl-5-(4-bromophenylazo)(HL4), pyridine-2-(1H)-thione-3-cyano-4-methyl-6-phenyl-5- (4-phenylazo)(HL5), pyridine-2-(1H)-thione-3-cyano-4, 6-dimethyl-4-methyl-6-phenyl-5-(4-chlorophenylazo) (HL6) and (HL6) and pyridine-2-(1H)-thione-3-cyano-4-methyl-6-phenylazo) (HL7) yields complexes of the compositions M(L)(2), [M(L)(2). (H2O)(2)] and M(L)(2).(acetone)(2), where M = Co(II), Ni(II) or Cu(II) and L is the ligand. Chemical and thermal analyses as well as infrared and electronic spectral data are presented to confirm the formulation of the complexes. The spectral data show that the ligands are coordinated to the metal via the thioenol sulfur atom and the nitrogen atom of cyano groups.