2-chloro-8-hydroxy-3-(4-hydroxy-3-methylphenylamino)-1,4-naphthoquinone | 1370231-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-8-hydroxy-3-(4-hydroxy-3-methylphenylamino)-1,4-naphthoquinone
• 英文别名: 2-Chloro-8-hydroxy-3-(4-hydroxy-3-methyl-phenylamino)-1,4-naphthoquinone；3-chloro-5-hydroxy-2-(4-hydroxy-3-methylanilino)naphthalene-1,4-dione
• CAS: 1370231-41-6
• 化学式: C₁₇H₁₂ClNO₄
• 分子量: 329.74
• InChiKey: ZYPJQMLGCKUPOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-8-hydroxy-3-(4-hydroxy-3-methylphenylamino)-1,4-naphthoquinone 在 ammonium cerium (IV) nitrate 作用下， 以 溶剂黄146 为溶剂， 反应 0.58h， 以91%的产率得到2-chloro-3-(3-methyl-4-oxocyclohexa-2,5-dienylideneamino)-8-hydroxy-1,4-dihydronaphthalene-1,4-dione
  参考文献：
  名称：

  Reactions of 2-(4-hydroxyanilino)-1,4-naphthoquinones with cerium ammonium nitrate and pyridinium chlorochromate

  摘要：

  Reactions of 2-(4-hydroxyarylamino)-1,4-naphthoquinones with cerium ammonium nitrate or pyridinium chlorochromate depending on the structure of initial substrate and the type of reagent led to the formation of 2-chloro-3-(4-cyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones, 2-(4-hydroxy-3-nitrophenylamino)-1,4-naphthaquinones, and also to simultaneous oxidation and chlorination.

  DOI：

  10.1134/s1070428012020121
• 作为产物：
  描述：

  2,3-dichloro-5-hydroxy-1,4-naphthoquinone 、 2-甲基-4-氨基苯酚 以 乙醇 为溶剂， 反应 0.58h， 以58%的产率得到2-chloro-8-hydroxy-3-(4-hydroxy-3-methylphenylamino)-1,4-naphthoquinone
  参考文献：
  名称：

  Reactions of 2-(4-hydroxyanilino)-1,4-naphthoquinones with cerium ammonium nitrate and pyridinium chlorochromate

  摘要：

  Reactions of 2-(4-hydroxyarylamino)-1,4-naphthoquinones with cerium ammonium nitrate or pyridinium chlorochromate depending on the structure of initial substrate and the type of reagent led to the formation of 2-chloro-3-(4-cyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones, 2-(4-hydroxy-3-nitrophenylamino)-1,4-naphthaquinones, and also to simultaneous oxidation and chlorination.

  DOI：

  10.1134/s1070428012020121