N-(2,6-dimethylphenyl)-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-2-phenylacetamide | 1370550-65-4

• 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: N-(2,6-dimethylphenyl)-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-2-phenylacetamide
• 英文别名: N-(2,6-dimethylphenyl)-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-2-phenylacetamide；N-(2,6-dimethylphenyl)-2,3,4,5-tetrahydro-2,4-dioxo-a-phenyl-1H-1,5-benzodiazepine-3-acetamide；N-(2,6-dimethylphenyl)-2-(2,4-dioxo-1,5-dihydro-1,5-benzodiazepin-3-yl)-2-phenylacetamide
• CAS: 1370550-65-4
• 化学式: C₂₅H₂₃N₃O₃
• 分子量: 413.476
• InChiKey: RRCALOKTNQJEBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  87.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-亚苄基-2,2-二甲基-1,3-二恶烷-4,6-二酮 、 2,6-二甲基苯基异腈 、 邻苯二胺 在 水 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以77%的产率得到N-(2,6-dimethylphenyl)-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-2-phenylacetamide
  参考文献：
  名称：

  Synthesis of New Tetrahydro-1,5-benzodiazepin-3-yl-2-phenylacetamidesviaIsocyanide-Based Multicomponent Reactions

  摘要：

  New tetrahydro‐1H‐1,5‐benzodiazepin‐2‐phenylacetamides were synthesized in good yields by a four‐component reaction of benzylidene Meldrum's acid, benzene‐1,2‐diamines, isocyanides, and water in CH2Cl2 at room temperature.

  DOI：

  10.1002/jhet.1041

文献信息

• One-pot isocyanide-based five-component reaction: Synthesis of highly functionalized <i>N</i>-cyclohexyl-2-(2,4-dioxo-2,3,4,5 tetrahydro-1<i>H</i>-benzo[b][1,5]diazepin-3-yl)-2-phenylacetamides
  作者：Sajjad Mousavi Faraz、Abbas Rahmati、Valiollah Mirkhani

  DOI：10.1080/00397911.2016.1271894

  日期：2017.3.19

  efficient synthesis of structurally diverse N-cyclohexyl-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,5]diazepin-3-yl)-2-phenylacetamides through a one-pot, five-component condensation reaction of an aromatic diamine, an aromatic aldehyde, an isocyanide, ethyl malonyl chloride, and water in dichloromethane with good yields, at ambient temperature, in the presence of MgCl2 as a catalyst. GRAPHICAL ABSTRACT

  摘要开发了一种新的协议，用于有效合成结构多样的 N-环己基-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,5]diazepin- 3-基)-2-苯基乙酰胺通过芳香二胺、芳香醛、异氰化物、乙基丙二酰氯和水在二氯甲烷中的一锅五组分缩合反应，在室温下，在二氯甲烷存在下以良好的收率MgCl2 作为催化剂。图形概要
• Isocyanide-Based Five-Component Synthesis of 2-Aryl-2-(2,3,4,5-tetrahydro-2,4-dioxo-1H-1,5-benzodiazepin-3-yl)acetamides (=α-Aryl-2,3,4,5-tetrahydro-2,4-dioxo-1H-1,5-benzodiazepine-3-acetamides)
  作者：Roya Akbarzadeh、Tayebeh Amanpour、Ali Abolhasani Soorki、Ayoob Bazgir

  DOI：10.1002/hlca.201100313

  日期：2012.3

  AbstractAn efficient and simple method for the synthesis of new 2‐aryl‐2‐(2,3,4,5‐tetrahydro‐2,4‐dioxo‐1H‐1,5‐benzodiazepin‐3‐yl)acetamides (=α‐aryl‐2,3,4,5‐tetrahydro‐2,4‐dioxo‐1H‐1,5‐benzodiazepine‐3‐acetamides) by a five‐component condensation reaction of benzene‐1,2‐diamine (1), Meldrum's acid (2), aldehydes 3, isocyanides 4, and H2O in CH2Cl2 at room temperature is reported (Table 1 and Scheme 2). These products were evaluated in vitro for their antibacterial activities (Table 2).
• Synthesis of New Tetrahydro-1,5-benzodiazepin-3-yl-2-phenylacetamides<i>via</i>Isocyanide-Based Multicomponent Reactions
  作者：Ali Mohammad Astaraki、Ayoob Bazgir

  DOI：10.1002/jhet.1041

  日期：2013.1

  New tetrahydro‐1H‐1,5‐benzodiazepin‐2‐phenylacetamides were synthesized in good yields by a four‐component reaction of benzylidene Meldrum's acid, benzene‐1,2‐diamines, isocyanides, and water in CH2Cl2 at room temperature.