S-methyl-N-diisopropoxythiophosphoryl-(10-phenothiazinyl)isothioformamide | 128892-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: S-methyl-N-diisopropoxythiophosphoryl-(10-phenothiazinyl)isothioformamide
• CAS: 128892-97-7
• 化学式: C₂₀H₂₅N₂O₂PS₃
• 分子量: 452.602
• InChiKey: ITSKNDAUHFTGFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.08
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  34.06
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  吩噻嗪 在 三乙胺 作用下， 以 苯 为溶剂， 反应 26.5h， 生成 S-methyl-N-diisopropoxythiophosphoryl-(10-phenothiazinyl)isothioformamide
  参考文献：
  名称：

  Synthesis of cyanamides containing the phenothiazine fragment and their reactions with dialkyldithiophosphoric acids

  摘要：

  Reaction of phenothiazine with dialkoxyphosphoryl or chlorosulfenyl isocyanide dichlorides has given 10-cyanophenotiazine, which adds dialkyldithiophosphoric acids at the C = N bond. The addition products rearrange to 10-[N'-(dialkoxythiophosphoryl)thiocarbamoyl]phenothiazines, which are prone to decompose to dialkoxythiophosphoryl isothiocyanates and phenothiazine, or on treatment with alkyl halides in the presence of base afford stable S-alkyl-N-dialkoxythiophosphoryl-(10-phenothiazinyl)isothioformamides. The reaction between 10-cyanophenothiazine and an excess of dithiophosphoric acids also affords 10-thiocarbamoylphenothiazine and tetraalkyl trithiopyrophosphates. An x-ray diffraction examination of the molecular structure of S-methyl-N-diisopropoxythiophosphoryl-(10-phenothiazinyl)isothioformamide has shown it to possess the Z-configuration. The dihedral angle formed by the benzene rings of the phenothiazine fragment is 125.7-degrees. The products of the addition of dithiophosphoric acids to the C = N bond of N,N-bis[2'-(10-phenothiazinyl)-2'-oxoethyl]cyanamide, obtained from 10-(chloroacetyl)phenothiazine and NaNHCN, also isomerize by 1,3S --> N migration of the thiophosphoryl group. Subsequent heterocyclization, with elimination of phenothiazine, affords 2-(dialkoxythiophosphorylimino)-3- [2'-(10-phenothiazinyl)-2'-oxoethyl]thiazolidin-5-ones.

  DOI：

  10.1007/bf00965437