7-bromo-3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one | 716323-32-9

• 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: 7-bromo-3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one
• 英文别名: 7-bromo-3-methyl-5-(2,2,2-trifluoroacetyl)-3,4-dihydro-1H-1,5-benzodiazepin-2-one
• CAS: 716323-32-9
• 化学式: C₁₂H₁₀BrF₃N₂O₂
• 分子量: 351.123
• InChiKey: GHMPHQMECCNZDW-UHFFFAOYSA-N

物化性质

• 熔点：
  168-170 °C(Solv: benzene (71-43-2))
• 沸点：
  472.1±45.0 °C(Predicted)
• 密度：
  1.585±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 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：
  49.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-bromo-3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one 在 ammonium hydroxide 、 lithium aluminium tetrahydride 、 硫酸 、 potassium nitrate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 26.0h， 生成 9-bromo-5-methyl-4,5,6,7-tetrahydroimidazo[1,5,4-e,f][1,5]benzodiazepine-2(1H)-thione
  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 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-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

文献信息

• 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.