3-[1,2-phenylenediamine]-5,5-dimethyl-2-cyclohexenone

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-[1,2-phenylenediamine]-5,5-dimethyl-2-cyclohexenone
• 英文别名: 5-[(2-aminophenyl)imino]-3,3-dimethylcyclohexanone；5-(2-aminophenyl)imino-3,3-dimethylcyclohexan-1-one
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: AANXSCWPPUMZKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[1,2-phenylenediamine]-5,5-dimethyl-2-cyclohexenone 、 2,4-二氯苯甲醛 在 chitosan supported superparamagnetic iron oxide nanocomposite 作用下， 以 乙醇 为溶剂， 反应 1.63h， 以96%的产率得到6-(2,4-dichlorophenyl)-8,8-dimethyl-6,7,9,11-tetrahydro-5H-benzo[b][1,4]benzodiazepin-10-one
  参考文献：
  名称：

  An efficient synthesis of benzodiazepine derivatives via a one-pot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron oxide nanocomposite

  摘要：

  This work describes the catalytic ability of Fe3O4@chitosan as an environmentally benign and stable composite nanocatalyst for the synthesis of benzodiazepine derivatives starting from o-phenylenediamine, dimedone, and different aldehydes via a one-pot, three-component reaction at room temperature. High-to-excellent yields, easy work-up, reusability of the nanocatalyst, and non-toxicity are some of the advantages of this protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.120
• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 邻苯二胺 以 乙醇 为溶剂， 反应 4.0h， 以86%的产率得到3-[1,2-phenylenediamine]-5,5-dimethyl-2-cyclohexenone
  参考文献：
  名称：

  Synthesis, Spectroscopic and Biological Activities of Aromatic Schiff Base

  摘要：

  本文在乙醇介质中制备了5-[(2-氨基苯基)亚氨基]-3,3-二甲基环己酮和5-[(4-氨基苯基)亚氨基]-3,3-二甲基环己酮。通过元素分析、FT-IR、1H-NMR和13C-NMR对这些化合物的结构进行了表征。使用革兰氏阴性和革兰氏阳性菌株以及四种真菌，通过琼脂纸片扩散法研究了这些化合物的抗菌和抗真菌活性。

  DOI：

  10.14233/ajchem.2014.17036

文献信息

• Synthesis, Spectroscopic and Biological Activities of Aromatic Schiff Base
  作者：Manawwer Alam、Naser M. Alandis、Mohammed Rafi Shaik、Shahanavaj Khan、Suliman Y. Alomar

  DOI：10.14233/ajchem.2014.17036

  日期：——

  In this paper the preparation of 5-[(2-aminophenyl)imino]-3,3-dimethylcyclohexanone and 5-[(4-aminophenyl)imino]-3,3-dimethyl cyclohexanone in the ethanolic medium. The structures of these compounds were characterized by elemental analysis, FT-IR, 1H-NMR and 13C-NMR. The antibacterial and antifungal activity of these compounds has been investigated by agar disc diffusion method using Gram-negative and Gram-positive bacterial strain and four kinds of fungi.

  本文在乙醇介质中制备了5-[(2-氨基苯基)亚氨基]-3,3-二甲基环己酮和5-[(4-氨基苯基)亚氨基]-3,3-二甲基环己酮。通过元素分析、FT-IR、1H-NMR和13C-NMR对这些化合物的结构进行了表征。使用革兰氏阴性和革兰氏阳性菌株以及四种真菌，通过琼脂纸片扩散法研究了这些化合物的抗菌和抗真菌活性。
• An efficient synthesis of benzodiazepine derivatives via a one-pot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron oxide nanocomposite
  作者：Ali Maleki、Maryam Kamalzare

  DOI：10.1016/j.tetlet.2014.10.120

  日期：2014.12

  This work describes the catalytic ability of Fe3O4@chitosan as an environmentally benign and stable composite nanocatalyst for the synthesis of benzodiazepine derivatives starting from o-phenylenediamine, dimedone, and different aldehydes via a one-pot, three-component reaction at room temperature. High-to-excellent yields, easy work-up, reusability of the nanocatalyst, and non-toxicity are some of the advantages of this protocol. (C) 2014 Elsevier Ltd. All rights reserved.