1,1,4,4-tetrachloro-1,2,3,4-tetrahydro-7-fluorophenazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,1,4,4-tetrachloro-1,2,3,4-tetrahydro-7-fluorophenazine
• 英文别名: 1,1,4,4-tetrachloro-7-fluoro-2,3-dihydrophenazine
• 化学式: C₁₂H₇Cl₄FN₂
• 分子量: 340.011
• InChiKey: IZJATOVUHVDWER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,1,4,4-tetrachloro-1,2,3,4-tetrahydro-7-fluorophenazine 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1,4-dichloro-7-fluorophenazine
  参考文献：
  名称：

  One-Pot Synthesis of 1,4-Dichlorophenazines

  摘要：

  An efficient, generally applicable one-pot method for the synthesis of 1,4-dichlorophenazines has been established. The method is based on the use of 3,3,6,6-tetrachloro-1,2-cyclohexanedione 2 as a synthetic equivalent of 3,6-dichloro-1,2-benzoquinone 1. The reaction of 2 with primary 1,2-arylidenediamines followed by treatment with pyridine provides the title compounds in nearly quantitative yields. 1,1,4,4-Tetrachloro-1,2,3,4-tetrahydrophenazines are isolable intermediates. The crystallographic X-ray structure of 7,7'-Bis(1,1,4,4-tetrachloro-1,2,3,4-tetrahydrophenazine) 7 has been determined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00275-5
• 作为产物：
  描述：

  4-氟-1,2-苯二胺 、 3,3,6,6-四氯-1,2-环己二酮 以 氯仿 为溶剂， 反应 1.0h， 以96%的产率得到1,1,4,4-tetrachloro-1,2,3,4-tetrahydro-7-fluorophenazine
  参考文献：
  名称：

  One-Pot Synthesis of 1,4-Dichlorophenazines

  摘要：

  An efficient, generally applicable one-pot method for the synthesis of 1,4-dichlorophenazines has been established. The method is based on the use of 3,3,6,6-tetrachloro-1,2-cyclohexanedione 2 as a synthetic equivalent of 3,6-dichloro-1,2-benzoquinone 1. The reaction of 2 with primary 1,2-arylidenediamines followed by treatment with pyridine provides the title compounds in nearly quantitative yields. 1,1,4,4-Tetrachloro-1,2,3,4-tetrahydrophenazines are isolable intermediates. The crystallographic X-ray structure of 7,7'-Bis(1,1,4,4-tetrachloro-1,2,3,4-tetrahydrophenazine) 7 has been determined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00275-5

文献信息

• One-Pot Synthesis of 1,4-Dichlorophenazines
  作者：Antonio Guirado、Alfredo Cerezo、M.Carmen Ramírez de Arellano

  DOI：10.1016/s0040-4020(97)00275-5

  日期：1997.4

  An efficient, generally applicable one-pot method for the synthesis of 1,4-dichlorophenazines has been established. The method is based on the use of 3,3,6,6-tetrachloro-1,2-cyclohexanedione 2 as a synthetic equivalent of 3,6-dichloro-1,2-benzoquinone 1. The reaction of 2 with primary 1,2-arylidenediamines followed by treatment with pyridine provides the title compounds in nearly quantitative yields. 1,1,4,4-Tetrachloro-1,2,3,4-tetrahydrophenazines are isolable intermediates. The crystallographic X-ray structure of 7,7'-Bis(1,1,4,4-tetrachloro-1,2,3,4-tetrahydrophenazine) 7 has been determined. (C) 1997 Elsevier Science Ltd.