7-bromo-3-methyl-9-nitro-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one | 726137-96-8

• 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: 7-bromo-3-methyl-9-nitro-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one
• 英文别名: 8-bromo-3-methyl-6-nitro-1-(2,2,2-trifluoroacetyl)-3,5-dihydro-2H-1,5-benzodiazepin-4-one
• CAS: 726137-96-8
• 化学式: C₁₂H₉BrF₃N₃O₄
• 分子量: 396.12
• InChiKey: NTLXOSRABHURLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-bromo-3-methyl-9-nitro-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以83%的产率得到7-bromo-3-methyl-9-nitro-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one
  参考文献：
  名称：

  Functionalization of 2,3,4,5-Tetrahydro-1,5-benzodiazepin-2(1 H )-ones by Electrophilic Aromatic Substitution

  摘要：

  Highly substituted, novel, 8- and 9-nitro-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-ones were obtained by direct nitration of the 7-bromo-5-trifluoroacetyl (or formyl)-substituted tetrahydrobenzodiazepinones. Alkaline and acidic hydrolysis of the novel mononitro derivatives was examined. Semiempirical AM1 calculations of aromatic substituents orientation in the nitration products are presented.

  DOI：

  10.1007/s00706-003-0056-7
• 作为产物：
  描述：

  1,3,4,5-四氢-3-甲基-2H-1,5-苯并二氮杂卓-2-酮 在 硫酸 、 溴 、 potassium nitrate 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 2.0h， 生成 7-bromo-3-methyl-9-nitro-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one
  参考文献：
  名称：

  Functionalization of 2,3,4,5-Tetrahydro-1,5-benzodiazepin-2(1 H )-ones by Electrophilic Aromatic Substitution

  摘要：

  Highly substituted, novel, 8- and 9-nitro-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-ones were obtained by direct nitration of the 7-bromo-5-trifluoroacetyl (or formyl)-substituted tetrahydrobenzodiazepinones. Alkaline and acidic hydrolysis of the novel mononitro derivatives was examined. Semiempirical AM1 calculations of aromatic substituents orientation in the nitration products are presented.

  DOI：

  10.1007/s00706-003-0056-7