(2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane | 172983-57-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane
• CAS: 172983-57-2
• 化学式: C₁₁H₁₅NS₂Si
• 分子量: 253.464
• InChiKey: GZKYHWPFVMTDKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane 在 氯化铵 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以8%的产率得到2-Trimethylsilanyl-4H-benzo[1,4]thiazine-3-thione
  参考文献：
  名称：

  Synthesis of 2-Substituted 2,3-Dihydro-1,4-benzothiazine-3-thiones via Iminophosphoranes

  摘要：

  2-(Substituted methylsulfanyl)anilines (5) were treated with triphenylphosphine dibromide to yield iminophosphoranes (6), whose aza-Wittig reaction with carbon disulfide gave 2-(substituted methylsulfanyl)phenyl isothiocyanates(8). Cyclization of 8 by strong bases afforded 2-substituted 2,3-dihydro-1,4-benzothiazine-3-thiones (10).

  DOI：

  10.3987/com-95-7171
• 作为产物：
  描述：

  2-trimethylsilylmethylsulfanylaniline 在 溴 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 45.0h， 生成 (2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane
  参考文献：
  名称：

  Synthesis of 2-Substituted 2,3-Dihydro-1,4-benzothiazine-3-thiones via Iminophosphoranes

  摘要：

  2-(Substituted methylsulfanyl)anilines (5) were treated with triphenylphosphine dibromide to yield iminophosphoranes (6), whose aza-Wittig reaction with carbon disulfide gave 2-(substituted methylsulfanyl)phenyl isothiocyanates(8). Cyclization of 8 by strong bases afforded 2-substituted 2,3-dihydro-1,4-benzothiazine-3-thiones (10).

  DOI：

  10.3987/com-95-7171

文献信息

• Synthesis of 2-Substituted 2,3-Dihydro-1,4-benzothiazine-3-thiones via Iminophosphoranes
  作者：Masahiko Takahashi、Masaru Ohba

  DOI：10.3987/com-95-7171

  日期：——

  2-(Substituted methylsulfanyl)anilines (5) were treated with triphenylphosphine dibromide to yield iminophosphoranes (6), whose aza-Wittig reaction with carbon disulfide gave 2-(substituted methylsulfanyl)phenyl isothiocyanates(8). Cyclization of 8 by strong bases afforded 2-substituted 2,3-dihydro-1,4-benzothiazine-3-thiones (10).