(RS)-(+/-)-N,N-Dimethyl-2-phenyl-6-phenylimino-3,6-dihydro-2H-thiopyran-4-amine | 174653-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: (RS)-(+/-)-N,N-Dimethyl-2-phenyl-6-phenylimino-3,6-dihydro-2H-thiopyran-4-amine
• 英文别名: N,N-dimethyl-2-phenyl-6-phenylimino-2,3-dihydrothiopyran-4-amine
• CAS: 174653-09-9
• 化学式: C₁₉H₂₀N₂S
• 分子量: 308.447
• InChiKey: HXVFMAYTKGGVQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (RS)-(+/-)-N,N-Dimethyl-2-phenyl-6-phenylimino-3,6-dihydro-2H-thiopyran-4-amine 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以84%的产率得到(RS)-(+/-)-4-Dimethylamino-1,6-diphenyl-5,6-dihydropyridine-2(1H)-thione
  参考文献：
  名称：

  Conversion of 6-phenylimino-2H-thiopyran-4-amines to 1-phenyl-2,3-dihydro-4(1H)-pyridinones

  摘要：

  6-Phenylimino-3,6-dihydro-2H-thiopyran-4-amines (1) were converted to 1-phenyl-5,6-dihydropyridine-2(1H)-thiones (3). Those were akylated and hydrolyzed, thus yielding 6-melhylthio-1-phenyl-2,3-dihydro-4(1H)-pyridinones (5). Finally, the methylthio group was removed with Raney nickel giving the title compounds 6. The relative configurations of the formed diastereoisomeric dihydropyridinones have been investigated by NOE measurements.

  DOI：

  10.1007/bf00807066
• 作为产物：
  描述：

  Dimethyl-(6-methylsulfanyl-2-phenyl-2,3-dihydrothiopyran-4-ylidene)azanium;iodide 、 苯胺 反应 72.0h， 以94.7%的产率得到(RS)-(+/-)-N,N-Dimethyl-2-phenyl-6-phenylimino-3,6-dihydro-2H-thiopyran-4-amine
  参考文献：
  名称：

  Conversion of 6-phenylimino-2H-thiopyran-4-amines to 1-phenyl-2,3-dihydro-4(1H)-pyridinones

  摘要：

  6-Phenylimino-3,6-dihydro-2H-thiopyran-4-amines (1) were converted to 1-phenyl-5,6-dihydropyridine-2(1H)-thiones (3). Those were akylated and hydrolyzed, thus yielding 6-melhylthio-1-phenyl-2,3-dihydro-4(1H)-pyridinones (5). Finally, the methylthio group was removed with Raney nickel giving the title compounds 6. The relative configurations of the formed diastereoisomeric dihydropyridinones have been investigated by NOE measurements.

  DOI：

  10.1007/bf00807066

文献信息

• Conversion of 6-phenylimino-2H-thiopyran-4-amines to 1-phenyl-2,3-dihydro-4(1H)-pyridinones
  作者：R. Weis、U. di Vora、W. Seebacher、K. Schweiger

  DOI：10.1007/bf00807066

  日期：1995.12

  6-Phenylimino-3,6-dihydro-2H-thiopyran-4-amines (1) were converted to 1-phenyl-5,6-dihydropyridine-2(1H)-thiones (3). Those were akylated and hydrolyzed, thus yielding 6-melhylthio-1-phenyl-2,3-dihydro-4(1H)-pyridinones (5). Finally, the methylthio group was removed with Raney nickel giving the title compounds 6. The relative configurations of the formed diastereoisomeric dihydropyridinones have been investigated by NOE measurements.