2-(4-Bromo-phenyl)-1H-benzo[d][1,3]diazepine-4-carboxylic acid ethyl ester | 136969-88-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4-Bromo-phenyl)-1H-benzo[d][1,3]diazepine-4-carboxylic acid ethyl ester
• 英文别名: Geckcwvgepjkoi-uhfffaoysa-；ethyl 2-(4-bromophenyl)-3H-1,3-benzodiazepine-4-carboxylate
• CAS: 136969-88-5
• 化学式: C₁₈H₁₅BrN₂O₂
• 分子量: 371.233
• InChiKey: GECKCWVGEPJKOI-UHFFFAOYSA-N

物化性质

• 沸点：
  504.4±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-Bromo-phenyl)-1H-benzo[d][1,3]diazepine-4-carboxylic acid ethyl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以65%的产率得到2-(4-Bromo-phenyl)-2,3-dihydro-1H-benzo[d][1,3]diazepine-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Preparation, reactivity and synthetic applications of bis(iminophosphoranes): new entries to fused 1,3,5-benzotriazepines, 1,3-benzodiazepines and indole derivatives

  摘要：

  An aza-Wittig-type reaction of bis(iminophosphorane) 2 with two moles of alkyl or aryl iso(thio)cyanates leads to indazolo[2'3':1,5][1,2,4]triazolo[4,3-a][1,3,5]benzotriazepines 7. The bis(iminophosphorane) 4 reacts with aromatic iso(thio)cyanates to give the corresponding iminophosphoranes 13 derived from the indole ring. Compound 4 also reacts with acyl chlorides to give [1,3]-benzodiazepines 19. The crystal structure of compound 13c has been determined.

  DOI：

  10.1016/s0040-4020(01)92251-3
• 作为产物：
  描述：

  2-叠氮基苯甲醛 在 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 2-(4-Bromo-phenyl)-1H-benzo[d][1,3]diazepine-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Preparation, reactivity and synthetic applications of bis(iminophosphoranes): new entries to fused 1,3,5-benzotriazepines, 1,3-benzodiazepines and indole derivatives

  摘要：

  An aza-Wittig-type reaction of bis(iminophosphorane) 2 with two moles of alkyl or aryl iso(thio)cyanates leads to indazolo[2'3':1,5][1,2,4]triazolo[4,3-a][1,3,5]benzotriazepines 7. The bis(iminophosphorane) 4 reacts with aromatic iso(thio)cyanates to give the corresponding iminophosphoranes 13 derived from the indole ring. Compound 4 also reacts with acyl chlorides to give [1,3]-benzodiazepines 19. The crystal structure of compound 13c has been determined.

  DOI：

  10.1016/s0040-4020(01)92251-3

文献信息

• Iminophosphorane-mediated synthesis of functionalized indoles and 1,3-benzodiazepines
  作者：Pedro Molina、Antonio Arques、Asunción Alías、María Victoria Vinader

  DOI：10.1016/s0040-4039(00)92181-6

  日期：1991.1

  Aza Wittig-type reaction of bis(iminophosphorane) 2 with aromatic isocyanates leads to either indoles 5 or pyrimido[4,5-b]indoles 6, whereas with aliphatic isocyanates and acyl chlorides afforded pyrrolo[2,3-b]indoles 7 and 1,3-benzodiazepines 10 respectively.
• Preparation, reactivity and synthetic applications of bis(iminophosphoranes): new entries to fused 1,3,5-benzotriazepines, 1,3-benzodiazepines and indole derivatives
  作者：Pedro Molina、Antonio Arques、Asunción Alías、M.Victoria Vinader、M.C. Foces-Foces、F. Hernández-Cano

  DOI：10.1016/s0040-4020(01)92251-3

  日期：1992.4

  An aza-Wittig-type reaction of bis(iminophosphorane) 2 with two moles of alkyl or aryl iso(thio)cyanates leads to indazolo[2'3':1,5][1,2,4]triazolo[4,3-a][1,3,5]benzotriazepines 7. The bis(iminophosphorane) 4 reacts with aromatic iso(thio)cyanates to give the corresponding iminophosphoranes 13 derived from the indole ring. Compound 4 also reacts with acyl chlorides to give [1,3]-benzodiazepines 19. The crystal structure of compound 13c has been determined.