3,4,6,7,9,10-hexahydro-9-[2-hydroxy-5-[(4-methylphenyl)diazenyl]phenyl]-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione | 1356408-66-6

• 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: 3,4,6,7,9,10-hexahydro-9-[2-hydroxy-5-[(4-methylphenyl)diazenyl]phenyl]-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione
• 英文别名: 9-[2-hydroxy-5-[(4-methylphenyl)diazenyl]phenyl]-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 1356408-66-6
• 化学式: C₃₀H₃₃N₃O₃
• 分子量: 483.61
• InChiKey: CDUNMUCNOOGNHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  5,5-二甲基-1,3-环己二酮 、 2-hydroxy-5-(p-tolyldiazenyl)benzaldehyde 在 ammonium acetate 、 L-脯氨酸 作用下， 反应 0.25h， 以68%的产率得到3,4,6,7,9,10-hexahydro-9-[2-hydroxy-5-[(4-methylphenyl)diazenyl]phenyl]-3,3,6,6-tetramethylacridine-1,8(2H,5H)-dione
  参考文献：
  名称：

  Ultrasound-assisted l-proline catalyzed synthesis of novel derivatives of azo-linked dihydropyridines

  摘要：

  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.

  DOI：

  10.1007/s00706-011-0575-6

文献信息

• Synthesis, experimental, and DFT studies on FT-IR, 1H, and 13C NMR spectra of azo-linked dihydropyridines
  作者：L. Zare Fekri、M. Nikpassand

  DOI：10.1134/s1070363213120347

  日期：2013.12

  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.