5-methyl[1,2,3]triazolo[1,5-a][1,4]benzodiazepin-6(4H)-one

• 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: 5-methyl[1,2,3]triazolo[1,5-a][1,4]benzodiazepin-6(4H)-one
• 英文别名: 5-methyl[1,2,3]triazolo[1,5-a][1,4]benzodiazepine-6-(4H)-one；4H-5-methyl-[1,2,3]triazolo[1,5-a][1,4]benzodiazepin-6-one；5-methyl-4H-triazolo[1,5-a][1,4]benzodiazepin-6-one
• 化学式: C₁₁H₁₀N₄O
• 分子量: 214.227
• InChiKey: MLDLMRNRBVSGLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 在 氯化亚砜 、 4-[(diisopropylamino)methyl]phenyl-polymer 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 5-methyl[1,2,3]triazolo[1,5-a][1,4]benzodiazepin-6(4H)-one
  参考文献：
  名称：

  A concise route to triazolobenzodiazepine derivatives via a one-Pot alkyne-Azide cycloaddition reaction

  摘要：

  A new and efficient one-pot synthesis of [1,2,3]triazolo[1,5-a][1,4] benzodiazepin-6(4H)-ones is described starting from readily available anthranilic acids. A small array of the title compounds were assembled via a four-step sequence involving diazotisation, azide addition followed by amide bond formation employing polymer supported carbodiimide and subsequent 1,3-dipolar cycloaddition reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00262-7

文献信息

• An expedient and facile route for the general synthesis of 3-aryl substituted 1,2,3-triazolo[1,5-a][1,4]benzodiazepin-6-ones and 1,2,3-triazolo[1,5-a][1,5]benzodiazocin-7-ones
  作者：Chinmay Chowdhury、Anup Kumar Sasmal、Basudeb Achari

  DOI：10.1039/c0ob00217h

  日期：——

  We describe herein a convenient approach for the general synthesis of novel tricyclic scaffolds incorporating a fusion of the 1,2,3-triazole ring with difficultly obtainable medium sized rings such as [1,4]benzodiazepin-5-ones and [1,5]benzodiazocin-6-ones through Sonogashira coupling of an aryl iodide with 2-amino-N-methyl-N-(prop-2-ynyl)benzamide or homologue followed by in situ diazotisation, azidation

  我们在本文中描述了一种方便的方法，该方法用于一般合成新的三环支架并结合有 1,2,3-三唑 芳基碘与Sonogashira偶合的具有难以获得的中等尺寸环的环，例如[1,4]苯并二氮杂-5-酮和[1,5]苯并二恶唑-6-酮 2-氨基-N-甲基-N-（丙-2-炔基）苯甲酰胺或同系物，然后进行原位重氮化，叠氮化和环加成反应。该策略还允许容易地获得相应的酰胺还原的类似物。操作简单和易于获得的基材使该过程具有成本效益和实用性。
• A facile synthesis of flumazenil analogues
  作者：Gianluigi Broggini、Giorgio Molteni、Alberto Terraneo、Gaetano Zecchi

  DOI：10.1016/s0040-4020(99)00944-8

  日期：1999.12

  A number of 8-substituted 5-methyl[1,2,3]triazolo[1,5-a][1,4] benzodiazepin-6(4H)-ones (6) were synthesised in a concise and efficient way starting from isatoic anhydrides and exploiting an intramolecular azide cycloaddition. (C) 1999 Published by Elsevier Science Ltd. Ali rights reserved.