Dimethyl-(6-methylsulfanyl-2-phenyl-2,3-dihydrothiopyran-4-ylidene)azanium;iodide | 86795-62-2

• 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: Dimethyl-(6-methylsulfanyl-2-phenyl-2,3-dihydrothiopyran-4-ylidene)azanium;iodide
• CAS: 86795-62-2
• 化学式: C₁₄H₁₈NS₂*I
• 分子量: 391.34
• InChiKey: IIYATSUMWMAKCT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  53.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dimethyl-(6-methylsulfanyl-2-phenyl-2,3-dihydrothiopyran-4-ylidene)azanium;iodide 在 氨 、 sodium carbonate 、 sulfur 作用下， 以 乙醇 、 苯 为溶剂， 反应 42.0h， 生成 3-Amino-5-phenyl-thiophene-2-carbothioic acid dimethylamide
  参考文献：
  名称：

  Synthesis of 3-aminothiophene-2-thioamides

  摘要：

  4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones (1) were alkylated to N,N-dimethyl-6-methylthio-2H-thiopyran-4(3H)-iminiumiodides (2). Aminolysis of the latter with ammonia led to 6-dimethylamino-2H-thiopyran-4(3H)-iminiumiodides (3) which were hydrolyzed to 3-amino-N,N-dimethyl-2,4-pentadienthioamides (4). Ring closure with sulfur gave 3-aminothiophene-2-thioamides (5). The configurations of the pentadienthioamides (4) have been investigated by NOE experiments. The structures of the thiophene-2-thioamides (5) were established by means of two-dimensional NMR techniques.

  DOI：

  10.1007/bf00807574
• 作为产物：
  描述：

  4-(dimethylamino)-2,2-dimethyl-3H-thiopyran-6-thione 生成 Dimethyl-(6-methylsulfanyl-2-phenyl-2,3-dihydrothiopyran-4-ylidene)azanium;iodide
  参考文献：
  名称：

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

  摘要：

  DOI：

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.
• Zur Chemie der 2,4-Diaminothiopyranyliumjodide Synthese von ?,?,?,?-unges�ttigten Thiocarbons�ureamiden
  作者：Klaus Schweiger

  DOI：10.1007/bf00798954

  日期：1983.3
• SCHWEIGER, K., MONATSH. CHEM., 1983, 114, N 3, 317-332
  作者：SCHWEIGER, K.

  DOI：——

  日期：——