N-(5-phenyl-3H-1,2-dithiol-3-ylidene)propanamide | 930111-77-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(5-phenyl-3H-1,2-dithiol-3-ylidene)propanamide
• CAS: 930111-77-6
• 化学式: C₁₂H₁₁NOS₂
• 分子量: 249.357
• InChiKey: XROXBIJGQVTYAJ-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(5-phenyl-3H-1,2-dithiol-3-ylidene)propanamide 在 sodium tetrahydroborate 、 水 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 (Z)-3-mercapto-3-phenylprop-2-enethioamide 、 2-甲基-2-戊烯醛
  参考文献：
  名称：

  Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S⋯O interactions

  摘要：

  A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2-dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring-opening-c losing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type (SO)-O-... interactions in the 4-oxothiazolidine precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.075
• 作为产物：
  描述：

  (Z)-5-methyl-2-(2-oxo-2-phenylethylidene)thiazolidin-4-one 在 劳森试剂 、 mercury(II) diacetate 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 N-(5-phenyl-3H-1,2-dithiol-3-ylidene)propanamide
  参考文献：
  名称：

  Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S⋯O interactions

  摘要：

  A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2-dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring-opening-c losing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type (SO)-O-... interactions in the 4-oxothiazolidine precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.075