3-Benzoyl-1-methyl-1H-naphtho[2,3-g]indazole-6,11-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-Benzoyl-1-methyl-1H-naphtho[2,3-g]indazole-6,11-dione
• 英文别名: 1-methyl-3-(phenylcarbonyl)-1H-naphtho[2,3-g]indazole-6,11-dione；3-benzoyl-1-methylnaphtho[2,3-g]indazole-6,11-dione
• 化学式: C₂₃H₁₄N₂O₃
• 分子量: 366.376
• InChiKey: JEZMPPRRIXSIAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  69
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9,10-蒽二酮,1-氨基-2-(苯基乙炔基)- 在 盐酸 、 正丁基锂 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 正己烷 、 水 为溶剂， 反应 3.25h， 生成 3-Benzoyl-1-methyl-1H-naphtho[2,3-g]indazole-6,11-dione
  参考文献：
  名称：

  Reaction of 1-amino-2-phenylethynyl-and 2-acylethynyl-1-amino-9,10-anthraquinones with HNO2. Synthesis of 1H-3-acylnaphtho[2,3-g]indazole-6,11-diones

  摘要：

  The reactions of 1-amino-2-phenylethynyl- and 2-acylethynyl-1-amino-9,10-anthraquinones with HNO2 in a mixture of dioxane and a mineral acid at 20 degrees C were studied. Under these conditions, 2-alkynyl-1-amino-9,10-anthraquinones, irrespective of the structure of the C=CR substituent, are cyclized into 3-substituted 1H-naphtho[2,3-g]indazole-6,11-diones. The nature of the acetylenic group in the initial compound and the choice of the mineral acid determine the structure of the substituent in position 3 of the product (1,1-dichloroalkyl or acyl) but have no effect on the regiospecificity of cyclization.

  DOI：

  10.1007/bf02495357

文献信息

• Reaction of 1-amino-2-phenylethynyl-and 2-acylethynyl-1-amino-9,10-anthraquinones with HNO2. Synthesis of 1H-3-acylnaphtho[2,3-g]indazole-6,11-diones
  作者：I. D. Ivanchikova、L. G. Fedenok、M. S. Shvartsberg

  DOI：10.1007/bf02495357

  日期：1997.1

  The reactions of 1-amino-2-phenylethynyl- and 2-acylethynyl-1-amino-9,10-anthraquinones with HNO2 in a mixture of dioxane and a mineral acid at 20 degrees C were studied. Under these conditions, 2-alkynyl-1-amino-9,10-anthraquinones, irrespective of the structure of the C=CR substituent, are cyclized into 3-substituted 1H-naphtho[2,3-g]indazole-6,11-diones. The nature of the acetylenic group in the initial compound and the choice of the mineral acid determine the structure of the substituent in position 3 of the product (1,1-dichloroalkyl or acyl) but have no effect on the regiospecificity of cyclization.