N-p-tolylsulfonyl-5,6-dichloro-2-methyl-4-aminophenol | 308292-02-6

• 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: N-p-tolylsulfonyl-5,6-dichloro-2-methyl-4-aminophenol
• 英文别名: N-(2,3-dichloro-4-hydroxy-5-methylphenyl)-4-methylbenzenesulfonamide
• CAS: 308292-02-6
• 化学式: C₁₄H₁₃Cl₂NO₃S
• 分子量: 346.234
• InChiKey: KMWCRBMMRDSSJP-UHFFFAOYSA-N

物化性质

• 沸点：
  474.8±55.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-p-tolylsulfonyl-5,6-dichloro-2-methyl-4-aminophenol 在 氯 作用下， 以 氯仿 为溶剂， 反应 24.0h， 生成 N-p-tolylsulfonyl-5,6-dichloro-2-methyl-1,4-benzoquinone imine
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines

  摘要：

  The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. Z-E Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-benzoquinone imines. The halogenation of N-arylsulfonyl-1,4-benzoquinone imines was found to be accompanied by prototropic rearrangement.

  DOI：

  10.1134/s1070428006030031
• 作为产物：
  描述：

  2-methyl-N-4-tolylsulfonyl-1,4-benzoquinone imine 在 氯 作用下， 以 溶剂黄146 为溶剂， 以82%的产率得到N-p-tolylsulfonyl-5,6-dichloro-2-methyl-4-aminophenol
  参考文献：
  名称：

  摘要：

  The study of chlorination of N-(N-arylsulfonylarylimidoyl)-1,4-benzoquinone imines and of N-(N-arylsulfonylarylimidoyl)-1,4-aminophenols revealed that the dominant stage in the process was the formation of cyclohexene structures, 4-(N-arylsulfonylarylimidoyl)imino-2,5,6-trichloro-2-cyclohexene-1-ones, resulting from addition of a Cl-2 molecule across the C=C bond of the quinoid ring. These substances suffer a prototropic rearrangements yielding N-(N-arylsulfonylarylimidoyl)-2,3,6-trichloro-4-aminophenols. The latter are the most common reaction products. The products of deeper chlorination were also obtained.

  DOI：

  10.1023/a:1016555324390