(RS)-2-methyl-4-(4-methylphenylhydrazono)-5-oxo-3-thiahexanoic acid

• 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: (RS)-2-methyl-4-(4-methylphenylhydrazono)-5-oxo-3-thiahexanoic acid
• 英文别名: 2-[(Z)-C-acetyl-N-(4-methylanilino)carbonimidoyl]sulfanylpropanoic acid
• 化学式: C₁₃H₁₆N₂O₃S
• 分子量: 280.348
• InChiKey: WASKREJVAOHILD-QINSGFPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (RS)-2-methyl-4-(4-methylphenylhydrazono)-5-oxo-3-thiahexanoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(RS)-2-acetyl-6-methyl-4-(4-methylphenyl)-6H-1,3,4-thiadiazin-5-one
  参考文献：
  名称：

  On the Synthesis of 2-Acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones by Reaction of Nitrilimines with α-Mercapto Alkanoic Acids

  摘要：

  N'-Arylacetonitrilimines were generated from acetohydrazonyl chlorides and reacted with mercaptoalkanoic acids forming 4-aryl-5-oxo-3-thiahexanoic acids. These were cyclized by reaction with dicyclohexyl carbodiimide yielding 2-acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones.

  DOI：

  10.1007/s007060200070
• 作为产物：
  描述：

  1-chloro-1-[(4-methylphenyl)hydrazono]propanone 、 硫代乳酸 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 144.0h， 以79%的产率得到(RS)-2-methyl-4-(4-methylphenylhydrazono)-5-oxo-3-thiahexanoic acid
  参考文献：
  名称：

  On the Synthesis of 2-Acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones by Reaction of Nitrilimines with α-Mercapto Alkanoic Acids

  摘要：

  N'-Arylacetonitrilimines were generated from acetohydrazonyl chlorides and reacted with mercaptoalkanoic acids forming 4-aryl-5-oxo-3-thiahexanoic acids. These were cyclized by reaction with dicyclohexyl carbodiimide yielding 2-acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones.

  DOI：

  10.1007/s007060200070

文献信息

• On the Synthesis of 2-Acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones by Reaction of Nitrilimines with α-Mercapto Alkanoic Acids
  作者：Bassam A. Thaher、Hans-Hartwig Otto

  DOI：10.1007/s007060200070

  日期：2002.7

  N'-Arylacetonitrilimines were generated from acetohydrazonyl chlorides and reacted with mercaptoalkanoic acids forming 4-aryl-5-oxo-3-thiahexanoic acids. These were cyclized by reaction with dicyclohexyl carbodiimide yielding 2-acetyl-4-aryl-6H-1,3,4-thiadiazin-5-ones.