N,N-Diethyl-4-(1,2,3,4-tetrahydroquinazolin-2-yl)aniline | 547739-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N,N-Diethyl-4-(1,2,3,4-tetrahydroquinazolin-2-yl)aniline
• 英文别名: N,N-diethyl-4-(1,2,3,4-tetrahydroquinazolin-2-yl)aniline
• CAS: 547739-88-8
• 化学式: C₁₈H₂₃N₃
• 分子量: 281.4
• InChiKey: PYLWNPHGHGDGHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基苄胺 、 N,N-二乙基-4-氨基苯甲醛 以 水 为溶剂， 150.0 ℃ 、1.72 MPa 条件下， 以92 %的产率得到N,N-Diethyl-4-(1,2,3,4-tetrahydroquinazolin-2-yl)aniline
  参考文献：
  名称：

  10.1055/a-2348-5564

  摘要：

  In a reagent-free, catalyst-free approach, a series of 2-substituted-1,2,3,4-tetrahydroquinazolines were synthesized by cyclo-condensation between various aldehydes and 2-aminobenzylamines via dehydration reaction in water. The reactions took just 2 min under microwave irradiation and proceeded well under stirring at room temperature affording tetrahydroquinazolines in high to excellent yields. The products were water-insoluble and isolated by simple filtration avoiding a conventional work-up step and offering an organic solvent-free process. Furthermore, terahydroquinazolines were efficiently oxidized to quinazolines in cetyltrimethylammonium bromide (CTAB) derived micellar media with cheap commercial bleaching solution (4% NaOCl in water) in high yields. This sustainable protocol has near zero E-factor.

  DOI：

  10.1055/a-2348-5564

文献信息

• 10.1055/a-2348-5564
  作者：Panjikar, Padmini Charudatta、Pinheiro, Abigail Bibiana、Saha, Soumik、Chatterjee, Amrita、Banerjee, Mainak

  DOI：10.1055/a-2348-5564

  日期：——

  In a reagent-free, catalyst-free approach, a series of 2-substituted-1,2,3,4-tetrahydroquinazolines were synthesized by cyclo-condensation between various aldehydes and 2-aminobenzylamines via dehydration reaction in water. The reactions took just 2 min under microwave irradiation and proceeded well under stirring at room temperature affording tetrahydroquinazolines in high to excellent yields. The products were water-insoluble and isolated by simple filtration avoiding a conventional work-up step and offering an organic solvent-free process. Furthermore, terahydroquinazolines were efficiently oxidized to quinazolines in cetyltrimethylammonium bromide (CTAB) derived micellar media with cheap commercial bleaching solution (4% NaOCl in water) in high yields. This sustainable protocol has near zero E-factor.