1-Allylamino-2-benzoyl-2-(1-pyridino)ethylene-1-thiolate

• 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: 1-Allylamino-2-benzoyl-2-(1-pyridino)ethylene-1-thiolate
• 英文别名: (E)-1-phenyl-3-(prop-2-enylamino)-2-pyridin-1-ium-1-yl-3-sulfanylideneprop-1-en-1-olate
• 化学式: C₁₇H₁₆N₂OS
• 分子量: 296.393
• InChiKey: AOLKUDJQSSJTLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Allylamino-2-benzoyl-2-(1-pyridino)ethylene-1-thiolate 在 溴 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以83%的产率得到2--5-bromomethylthiazolidine bromide
  参考文献：
  名称：

  Synthesis of substituted thiophenes and thiazolidines from 1-amino-2-benzoyl-2-(1-pyridinio)ethylene-1-thiolates

  摘要：

  It was found that alkylation of Z-isomers of 1-amino-2-benzoyl-2-(1-pyridinio)-ethylene-1-thiolate with phenacyl bromides proceeds regioselectively with formation of Z-isomers of bromides of 1-amino-2-benzoyl-2-(1-pyridinio)-1-phenacylthioethylenes, which are used in the synthesis of not easily accessible thiophenes and thiazolidines.

  DOI：

  10.1007/bf00961251
• 作为产物：
  描述：

  N-苯甲酰甲基溴吡啶 、 天然芥菜籽油 在 三乙胺 作用下， 以 甲醇 为溶剂， 以72%的产率得到1-Allylamino-2-benzoyl-2-(1-pyridino)ethylene-1-thiolate
  参考文献：
  名称：

  Stereoselectivity in the reactions of 1-phenacylpyridinium methylide with isothiocyanates: Molecular and crystal structure of 2-benzoyl-2-(1-pyridino)-1-phenylaminoethylene-1-thiolate

  摘要：

  The reaction of 1-phenacylpyridinium ylid with isothiocyanates proceeds stereoselectively with the formation of the Z isomers of 1-amino-2-benzoyl-2-(1-pyridino) ethylene-1-thiolates, whose configuration was unequivocally established by x-ray diffraction structural analysis. A strong intramolecular N-H ... O hydrogen bond and large number of short intra- and intermolecular contacts facilitate electrostatic stabilization of the molecular configuration found in the crystal.

  DOI：

  10.1007/bf00958006

文献信息

• SHESTOPALOV, A. M.;LITVINOV, V. P.;SHARANIN, YU. A.;DEMERKOV, A. S.;NESTE+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1637-1642
  作者：SHESTOPALOV, A. M.、LITVINOV, V. P.、SHARANIN, YU. A.、DEMERKOV, A. S.、NESTE+

  DOI：——

  日期：——
• Stereoselectivity in the reactions of 1-phenacylpyridinium methylide with isothiocyanates: Molecular and crystal structure of 2-benzoyl-2-(1-pyridino)-1-phenylaminoethylene-1-thiolate
  作者：A. M. Shestopalov、Yu. A. Sharanin、V. P. Litvinov、V. N. Nesterov、A. S. Demerkov、V. E. Shklover、Yu. T. Struchkov

  DOI：10.1007/bf00958006

  日期：1991.3

  The reaction of 1-phenacylpyridinium ylid with isothiocyanates proceeds stereoselectively with the formation of the Z isomers of 1-amino-2-benzoyl-2-(1-pyridino) ethylene-1-thiolates, whose configuration was unequivocally established by x-ray diffraction structural analysis. A strong intramolecular N-H ... O hydrogen bond and large number of short intra- and intermolecular contacts facilitate electrostatic stabilization of the molecular configuration found in the crystal.
• Synthesis of substituted thiophenes and thiazolidines from 1-amino-2-benzoyl-2-(1-pyridinio)ethylene-1-thiolates
  作者：A. M. Shestopalov、V. P. Litvinov、Yu. A. Sharanin、A. S. Demerkov、V. N. Nesterov

  DOI：10.1007/bf00961251

  日期：1991.7

  It was found that alkylation of Z-isomers of 1-amino-2-benzoyl-2-(1-pyridinio)-ethylene-1-thiolate with phenacyl bromides proceeds regioselectively with formation of Z-isomers of bromides of 1-amino-2-benzoyl-2-(1-pyridinio)-1-phenacylthioethylenes, which are used in the synthesis of not easily accessible thiophenes and thiazolidines.