2,4-Dimethyl-1H-1,5-benzodiazepin | 48134-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2,4-Dimethyl-1H-1,5-benzodiazepin
• 英文别名: 5,7-Dimethyl-benzo-1,4-diazepin；2,4-dimethyl-1,5-benzodiazepine；2,4-dimethyl-1H-1,5-benzodiazepine；2,4-dimethyl-1H-benzo[b][1,4]diazepine
• CAS: 48134-38-9
• 化学式: C₁₁H₁₂N₂
• mdl: MFCD00636395
• 分子量: 172.23
• InChiKey: GRSQZGQYBQLHAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻苯二胺 、 乙酰丙酮 在 erbium(III) triflate 作用下， 反应 0.5h， 以99%的产率得到2,4-Dimethyl-1H-1,5-benzodiazepin
  参考文献：
  名称：

  1,5-Benzoheteroazepines through eco-friendly general condensation reactions

  摘要：

  Condensation reactions of o-phenylenediamine and 2 equiv of acetone produce biaryl-substituted 1, 5-benzodiazepines. The synthetic protocol shows general applicability since similar reaction of o-phenylenediamines, o-aminophenol, and o-aminothiophenol with ketones or chalcones leads to formation of functionalized 1,5-benzoheteroazepines in good to excellent yields. The synthetic protocol fulfills many green-chemical requirements using simple MW-assistance to promote the activation of ketones and the eco-compatible Er(III) triflate as activator of chalcones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.029

文献信息

• Nitrogen-containing heterocycles from metal β-diketonates
  作者：I. V. Svistunova、N. P. Shapkin、O. V. Nikolaeva、O. A. Apanasenko

  DOI：10.1134/s1070363211040244

  日期：2011.4

  Factors determining the reaction of metal beta-diketonates with hydrazine, in particular the nature of central metal ion and structure of beta-diketonate ligand, are discussed. The possibility for the preparation of other heterocyclic compounds via reaction of metal acetylacetonates with phenylhydrazine, o-phenylenediamine, urea, and thiourea was studied.
• Organocatalyzed One-Pot Synthesis of Substituted 1,5-Benzodiazepine and Benzimidazole Derivatives
  作者：Papori Goswami、Babulal Das

  DOI：10.1080/00397910903161686

  日期：2010.5.11

  An efficient synthesis of some heterocycles is described by condensation between o-phenylenediamine and 1,3-dicarbonyl compounds catalyzed by L-proline. The reaction is carried out either at room temperature or reflux depending on the substrates.
• 1,5-Benzoheteroazepines through eco-friendly general condensation reactions
  作者：Monica Nardi、Annalisa Cozza、Loredana Maiuolo、Manuela Oliverio、Antonio Procopio

  DOI：10.1016/j.tetlet.2011.06.029

  日期：2011.9

  Condensation reactions of o-phenylenediamine and 2 equiv of acetone produce biaryl-substituted 1, 5-benzodiazepines. The synthetic protocol shows general applicability since similar reaction of o-phenylenediamines, o-aminophenol, and o-aminothiophenol with ketones or chalcones leads to formation of functionalized 1,5-benzoheteroazepines in good to excellent yields. The synthetic protocol fulfills many green-chemical requirements using simple MW-assistance to promote the activation of ketones and the eco-compatible Er(III) triflate as activator of chalcones. (C) 2011 Elsevier Ltd. All rights reserved.