N,N-bis<2'-(10-phenothiazinyl)-2'-oxoethyl>cyanamide | 129050-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N,N-bis<2'-(10-phenothiazinyl)-2'-oxoethyl>cyanamide
• 英文别名: N,N-bis[2'-(10-phenothiazinyl)-2'-oxoethyl]cyanamide；bis(2-oxo-2-phenothiazin-10-ylethyl)cyanamide
• CAS: 129050-44-8
• 化学式: C₂₉H₂₀N₄O₂S₂
• 分子量: 520.635
• InChiKey: RIJRCJOVRUZXNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-bis<2'-(10-phenothiazinyl)-2'-oxoethyl>cyanamide 、 O,O'-二丙基二硫磷酸 以 氯仿 为溶剂， 反应 2.0h， 以46%的产率得到2-(dipropoxythiosphorylimino)-3-<2'-(10-phenothiazinyl)-2'-oxoethyl>thiazolidin-5-one
  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
• 作为产物：
  描述：

  10-(氯乙酰基)-10H-吩噻嗪 生成 N,N-bis<2'-(10-phenothiazinyl)-2'-oxoethyl>cyanamide
  参考文献：
  名称：

  KAMALOV, R. M.;MAKAROV, G. M.;LITVINOV, I. A.;KATAEVA, O. N.;PUDOVIK, M. +, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 451-460

  摘要：

  DOI：

文献信息

• KAMALOV, R. M.;MAKAROV, G. M.;PUDOVIK, M. A.;PUDOVIK, A. N.
  作者：KAMALOV, R. M.、MAKAROV, G. M.、PUDOVIK, M. A.、PUDOVIK, A. N.

  DOI：——

  日期：——