2-chloro-3-(3-methyl-4-oxocyclohexa-2,5-dienylideneamino)-8-hydroxy-1,4-dihydronaphthalene-1,4-dione | 1370231-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-3-(3-methyl-4-oxocyclohexa-2,5-dienylideneamino)-8-hydroxy-1,4-dihydronaphthalene-1,4-dione
• 英文别名: 2-Chloro-3-(3-methyl-4-oxocyclohexa-2,5-di-enylideneamino)-8-hydroxy-1,4-dihydronaphthalene-1,4-dione；3-chloro-5-hydroxy-2-[(3-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]naphthalene-1,4-dione
• CAS: 1370231-50-7
• 化学式: C₁₇H₁₀ClNO₄
• 分子量: 327.724
• InChiKey: ZZIJZLKPURAUIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  83.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-3-(3-methyl-4-oxocyclohexa-2,5-dienylideneamino)-8-hydroxy-1,4-dihydronaphthalene-1,4-dione 在 硫酸 作用下， 反应 0.5h， 以43%的产率得到6-chloro-4,10,12a-trihydroxy-9-methyl-7H,12aH-benzo[c]phenoxazin-5-one
  参考文献：
  名称：

  Cyclization of 2-chloro-3-(1,4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones into 6-chloro-10,12a-dihydroxy-7H,12aH-benzo[c]phenoxazin-5-ones

  摘要：

  2-Chloro-3-(4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones maintained in the conc. sulfuric acid undergo cyclization affording in a high yield 6-chloro-10,12a-dihydroqD-7H,12aH-benzo[c]phenoxazin-5-ones whose structure is proved by XRD analysis.

  DOI：

  10.1134/s1070428013050012
• 作为产物：
  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

文献信息

• Reactions of 2-(4-hydroxyanilino)-1,4-naphthoquinones with cerium ammonium nitrate and pyridinium chlorochromate
  作者：A. E. Devyashina、L. M. Gornostaev、Yu. V. Gatilov

  DOI：10.1134/s1070428012020121

  日期：2012.2

  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.
• Cyclization of 2-chloro-3-(1,4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones into 6-chloro-10,12a-dihydroxy-7H,12aH-benzo[c]phenoxazin-5-ones
  作者：L. M. Gornostaev、A. E. Devyashina、Yu. V. Gatilov

  DOI：10.1134/s1070428013050012

  日期：2013.5

  2-Chloro-3-(4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones maintained in the conc. sulfuric acid undergo cyclization affording in a high yield 6-chloro-10,12a-dihydroqD-7H,12aH-benzo[c]phenoxazin-5-ones whose structure is proved by XRD analysis.