9-[5-[(2-chlorophenyl)diazenyl]-2-hydroxyphenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione | 1356408-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-[5-[(2-chlorophenyl)diazenyl]-2-hydroxyphenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione
• 英文别名: 9-[5-[(2-chlorophenyl)diazenyl]-2-hydroxyphenyl]-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 1356408-72-4
• 化学式: C₂₉H₃₀ClN₃O₃
• 分子量: 504.028
• InChiKey: ZOUJXTOSOZTTQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  659.0±55.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-((2-chlorophenyl)diazenyl)-2-hydroxybenzaldehyde 、 5,5-二甲基-1,3-环己二酮 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.08h， 以84%的产率得到9-[5-[(2-chlorophenyl)diazenyl]-2-hydroxyphenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione
  参考文献：
  名称：

  Synthesis, experimental, and DFT studies on FT-IR, 1H, and 13C NMR spectra of azo-linked dihydropyridines

  摘要：

  An efficient one-pot synthesis of dihydropyridines by solid state three-component condensation reactions of aldehydes, dimedone, and ammonium acetate in the presence of HY-Zeolite has been achieved. The conversion took short time to form the products in excellent yields. HY-Zeolite can be recovered and reused. Density Functional Theory (DFT) calculations at the B3LYP level is used to optimize the geometry and calculate FT-IR, H-1, and C-13 NMR spectra of the compounds. We found that the calculated values are in accordance with the experimental data.

  DOI：

  10.1134/s1070363213120347

文献信息

• Ultrasound-assisted l-proline catalyzed synthesis of novel derivatives of azo-linked dihydropyridines
  作者：Mohammad Nikpassand、Leila Zare、Maryam Saberi

  DOI：10.1007/s00706-011-0575-6

  日期：2012.2

  The ultrasound-assisted multicomponent synthesis of novel derivatives of azo-linked dihydropyridines from azo-linked salicylaldehydes, dimedone, and ammonium acetate in the presence of an efficient inexpensive catalyst, l-proline, in high yield and a short reaction time is reported.