8-bromo-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carbaldehyde

• 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: 8-bromo-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carbaldehyde
• 英文别名: 7-bromo-4-methyl-2-oxo-3,4-dihydro-1H-1,5-benzodiazepine-5-carbaldehyde
• 化学式: C₁₁H₁₁BrN₂O₂
• 分子量: 283.125
• InChiKey: YIIWBYYZGQXNOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-bromo-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carbaldehyde 在 硫酸 、 potassium nitrate 作用下， 以15%的产率得到7-bromo-5-formyl-4-methyl-8-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：

  2-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]diazepine-1-carbaldehyde 在 硫酸 、 溴 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以65%的产率得到8-bromo-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carbaldehyde
  参考文献：
  名称：

  Bromination of aromatic ring of tetrahydro-1,5-benzodiazepin-2-ones

  摘要：

  DOI：

  10.1007/bf02297679

文献信息

• Bromination of aromatic ring of tetrahydro-1,5-benzodiazepin-2-ones
  作者：B. Puodziunaite、R. Janciene、Z. Stumbreviciute、L. Kosychova

  DOI：10.1007/bf02297679

  日期：2000.6
• Functionalization of 2,3,4,5-Tetrahydro-1,5-benzodiazepin-2(1 H )-ones by Electrophilic Aromatic Substitution
  作者：Regina Janciene、Ausra Vektariene、Zita Stumbreviciute、Lidija Kosychova、Kazimieras Konstantinavicius、Benedikta D. Puodziunaite

  DOI：10.1007/s00706-003-0056-7

  日期：2003.12.1

  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.