(2Z)-2-(aminothioxomethyl)-3-(4-pyridyl)prop-2-enenitrile | 136633-68-6

• 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: (2Z)-2-(aminothioxomethyl)-3-(4-pyridyl)prop-2-enenitrile
• 英文别名: (Z)-2-cyano-3-pyridin-4-ylprop-2-enethioamide
• CAS: 136633-68-6
• 化学式: C₉H₇N₃S
• 分子量: 189.241
• InChiKey: VAMRTIUIRNYCNY-YVMONPNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2Z)-2-(aminothioxomethyl)-3-(4-pyridyl)prop-2-enenitrile 、 1-<(methylthio)thiocarbonylmethyl>pyridinium iodide 在 三乙胺 作用下， 以 乙醇 为溶剂， 以54%的产率得到(3S,4R)-5-cyano-3-pyridin-1-ium-1-yl-4-pyridin-4-yl-2-sulfanylidene-3,4-dihydro-1H-pyridine-6-thiolate
  参考文献：
  名称：

  Stereoselective synthesis and tautomeric conversions of pyridyl-substituted 3,4-trans-1,2,3,4-tetrahydropyridines

  摘要：

  Condensation of pyridinium ylides with pyridylmethylenecyanoacetic ester or pyridylmethylenecyanothioacetamide proceeds stereoselectively to form substituted 4-pyridyl-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates. Substituted 2-(oxo)thio-4-(4-pyridyl)-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates in DMSO-d6 solution exist in tautomeric equilibrium with 4-(4-pyridinio)-3-(1-pyridinio)-1,4-dihydropyridine-2,6-(diolates)-dithiolates.

  DOI：

  10.1007/bf00961250

文献信息

• Sharanin, Yu. A.; Shestopalov, A. M.; Nesterov, V. N., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 6.2, p. 1189 - 1196
  作者：Sharanin, Yu. A.、Shestopalov, A. M.、Nesterov, V. N.、Melenchuk, S. N.、Promonenkov, V. K.、et al.

  DOI：——

  日期：——
• Shestopalov, A.M.; Bogomolowa, O.P.; Rodinovskaya, L.A., Doklady Chemistry, 1991, vol. 317, # 1-3, p. 59 - 62
  作者：Shestopalov, A.M.、Bogomolowa, O.P.、Rodinovskaya, L.A.、Litvinov, V.P.、Sharanin, Yu.A.

  DOI：——

  日期：——
• Stereoselective synthesis and tautomeric conversions of pyridyl-substituted 3,4-trans-1,2,3,4-tetrahydropyridines
  作者：A. M. Shestopalov、O. P. Bogomolova、V. P. Litvinov

  DOI：10.1007/bf00961250

  日期：1991.7

  Condensation of pyridinium ylides with pyridylmethylenecyanoacetic ester or pyridylmethylenecyanothioacetamide proceeds stereoselectively to form substituted 4-pyridyl-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates. Substituted 2-(oxo)thio-4-(4-pyridyl)-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates in DMSO-d6 solution exist in tautomeric equilibrium with 4-(4-pyridinio)-3-(1-pyridinio)-1,4-dihydropyridine-2,6-(diolates)-dithiolates.