4-Amino-5-methyl-6-phenyl-5,6-dihydro-2H-thiopyran-2-thion | 156366-74-4

• 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: 4-Amino-5-methyl-6-phenyl-5,6-dihydro-2H-thiopyran-2-thion
• 英文别名: 4-amino-3-methyl-2-phenyl-2,3-dihydrothiopyran-6-thione
• CAS: 156366-74-4
• 化学式: C₁₂H₁₃NS₂
• 分子量: 235.374
• InChiKey: NMIKZIBIKNIPDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Amino-5-methyl-6-phenyl-5,6-dihydro-2H-thiopyran-2-thion 在 sodium hydroxide 作用下， 以 乙醚 、 乙醇 、 氯仿 为溶剂， 反应 32.0h， 生成 3-Amino-N,N,4-trimethyl-5-phenyl-2,4-pentadienthioamid
  参考文献：
  名称：

  Synthese von 5-Dialkylamino-1,2-oxazolen aus N,N-Dialkyl-?-amino-?,?,?,?-unges�ttigten Thioamiden

  摘要：

  3-Amino-2,4-pentadienthioamides, which were obtained from 6-dialkylamino-2H-thiopyrane-4(3H)iminium halides by alkali hydrolysis, react with hydroxylamine hydrochloride in a [C-C-C]+[N-O]-addition to give selectively 5-amino-3-alkenyl-1,2-oxazoles. These oxazoles have been identified by C-13 and H-1 NMR spectroscopic analysis. The configuration of these compounds was established on the basis of the coupling constants and 2D-NOESY-experiments. The position of the substituents has been determined by analysis of the fragmentation pattern.

  DOI：

  10.1007/bf00811850
• 作为产物：
  描述：

  4-Hydroxy-5-methyl-6-phenyl-5,6-dihydro-2H-thiopyran-2-thion 在 氨 作用下， 生成 4-Amino-5-methyl-6-phenyl-5,6-dihydro-2H-thiopyran-2-thion
  参考文献：
  名称：

  Synthese von 5-Dialkylamino-1,2-oxazolen aus N,N-Dialkyl-?-amino-?,?,?,?-unges�ttigten Thioamiden

  摘要：

  3-Amino-2,4-pentadienthioamides, which were obtained from 6-dialkylamino-2H-thiopyrane-4(3H)iminium halides by alkali hydrolysis, react with hydroxylamine hydrochloride in a [C-C-C]+[N-O]-addition to give selectively 5-amino-3-alkenyl-1,2-oxazoles. These oxazoles have been identified by C-13 and H-1 NMR spectroscopic analysis. The configuration of these compounds was established on the basis of the coupling constants and 2D-NOESY-experiments. The position of the substituents has been determined by analysis of the fragmentation pattern.

  DOI：

  10.1007/bf00811850

文献信息

• Auer H., Weis R., Schweiger K., Schubert-Zsilavecz M., Monatsh. Chem, 125 (1994) N 5, S 571-577
  作者：Auer H., Weis R., Schweiger K., Schubert-Zsilavecz M.

  DOI：——

  日期：——