ethyl 2<(4-bromophenyl)methyl>-2,3-dihydro-1-hydroxy-3-oxo-1H-isoindole-1-carboxylic acid | 159029-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2<(4-bromophenyl)methyl>-2,3-dihydro-1-hydroxy-3-oxo-1H-isoindole-1-carboxylic acid
• CAS: 159029-73-9
• 化学式: C₁₈H₁₆BrNO₄
• 分子量: 390.233
• InChiKey: YXBGQJKRXVKKES-UHFFFAOYSA-N

物化性质

• 沸点：
  544.3±50.0 °C(predicted)
• 密度：
  1.560±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 2<(4-bromophenyl)methyl>-2,3-dihydro-1-hydroxy-3-oxo-1H-isoindole-1-carboxylic acid 在 氯磺酰异氰酸酯 、 sodium carbonate 、 sodium sulfite 作用下， 生成 2-(4-Bromo-benzyl)-1-hydroxy-3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acid amide 、 2-(4-Bromo-benzyl)-1-carbamoyloxy-3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Syntheses of Spiro(oxazolidinediones): Spiro[1H-isoindole-1,5'-oxazolidine]-2',3(2H),4'-triones and Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-Dioxides

  摘要：

  Members of two novel families of spiro(oxazolidinediones) have been prepared. Spiro[1H-isoindole-1,5'-oxazolidine]-2', 3(2H),4'-triones (4) were synthesized from the corresponding 1-hydroxy-1-carboxyethylisoindol-3-one (7) or (10) or their primary amide derivatives (14). In turn 7 and 10 were prepared from 2-bromobenzoic acid amides (6) and (9). or from N-alkylated isoquinolin-1, 3, 4(2H)-triones (12). Spiro[1, 2-benzisothiazole-3(2H), 5'-oxazolidine]-2', 4'-dione 1, 1-dioxides (5) were constructed from the appropriate 2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxamide 1,1-dioxide (17). The immediate precursors to 14, ethyl esters (16) and (19), were prepared from benzenesulfonamide (15), or from 2-bromobenzenesulfonamide (18).

  DOI：

  10.3987/com-94-6750
• 作为产物：
  描述：

  2-溴苯甲酰氯 在 正丁基锂 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 64.0h， 生成 ethyl 2<(4-bromophenyl)methyl>-2,3-dihydro-1-hydroxy-3-oxo-1H-isoindole-1-carboxylic acid
  参考文献：
  名称：

  Syntheses of Spiro(oxazolidinediones): Spiro[1H-isoindole-1,5'-oxazolidine]-2',3(2H),4'-triones and Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-Dioxides

  摘要：

  Members of two novel families of spiro(oxazolidinediones) have been prepared. Spiro[1H-isoindole-1,5'-oxazolidine]-2', 3(2H),4'-triones (4) were synthesized from the corresponding 1-hydroxy-1-carboxyethylisoindol-3-one (7) or (10) or their primary amide derivatives (14). In turn 7 and 10 were prepared from 2-bromobenzoic acid amides (6) and (9). or from N-alkylated isoquinolin-1, 3, 4(2H)-triones (12). Spiro[1, 2-benzisothiazole-3(2H), 5'-oxazolidine]-2', 4'-dione 1, 1-dioxides (5) were constructed from the appropriate 2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxamide 1,1-dioxide (17). The immediate precursors to 14, ethyl esters (16) and (19), were prepared from benzenesulfonamide (15), or from 2-bromobenzenesulfonamide (18).

  DOI：

  10.3987/com-94-6750