3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one | 726137-95-7

• 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: 3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one
• 英文别名: 3-methyl-5-(trifluoroacetyl)-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one；3-methyl-5-(2,2,2-trifluoroacetyl)-3,4-dihydro-1H-1,5-benzodiazepin-2-one
• CAS: 726137-95-7
• 化学式: C₁₂H₁₁F₃N₂O₂
• 分子量: 272.227
• InChiKey: FSTRHNCNBQIHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 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：

  3-methyl-5-trifluoroacetyl-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-one 在 硫酸 、 溴 、 potassium nitrate 作用下， 以 溶剂黄146 为溶剂， 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
• 作为产物：
  描述：

  三氟乙酸酐 、 1,3,4,5-四氢-3-甲基-2H-1,5-苯并二氮杂卓-2-酮 以 二氯甲烷 为溶剂， 反应 2.0h， 以83%的产率得到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.