2-<(4-bromo-2-fluorophenyl)methyl>-1,3,4-trioxo-1,2,3,4-tetrahydroisoquinoline | 159029-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-<(4-bromo-2-fluorophenyl)methyl>-1,3,4-trioxo-1,2,3,4-tetrahydroisoquinoline
• CAS: 159029-74-0
• 化学式: C₁₆H₉BrFNO₃
• 分子量: 362.155
• InChiKey: BAKMSBLJOXSQIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-<(4-bromo-2-fluorophenyl)methyl>-1,3,4-trioxo-1,2,3,4-tetrahydroisoquinoline 在 sodium carbonate 、 三乙胺 、 sodium sulfite 作用下， 反应 0.64h， 生成 2-(4-Bromo-2-fluoro-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：

  异喹啉-1,3,4-三酮 、 4-溴-2-氟苄溴 在 sodium hydride 作用下， 生成 2-<(4-bromo-2-fluorophenyl)methyl>-1,3,4-trioxo-1,2,3,4-tetrahydroisoquinoline
  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

文献信息

• 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
  作者：Jay Wrobel、Arlene Dietrich

  DOI：10.3987/com-94-6750

  日期：——

  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).