N-<(4-bromophenyl)methyl>-2-bromobenzenesulfonamide | 150256-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-<(4-bromophenyl)methyl>-2-bromobenzenesulfonamide
• 英文别名: N-[(4-Bromophenyl)methyl]-2-bromobenzenesulfonamide；2-bromo-N-[(4-bromophenyl)methyl]benzenesulfonamide
• CAS: 150256-95-4
• 化学式: C₁₃H₁₁Br₂NO₂S
• mdl: MFCD13460304
• 分子量: 405.11
• InChiKey: TZKPLQNEKROUEX-UHFFFAOYSA-N

物化性质

• 沸点：
  505.5±60.0 °C(predicted)
• 密度：
  1.737±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<(4-bromophenyl)methyl>-2-bromobenzenesulfonamide 在 正丁基锂 、 氨 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 1.42h， 生成 2-<(4-bromophenyl)methyl>-2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxylate 1,1-dioxide
  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-溴苯磺酰氯 、 4-溴苄胺盐酸盐 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到N-<(4-bromophenyl)methyl>-2-bromobenzenesulfonamide
  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

• Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-dioxides
  申请人：American Home Products Corporation

  公开号：US05221686A1

  公开（公告）日：1993-06-22

  This invention relates to novel spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-dioxides characterized by the general formula (I), ##STR1## wherein R is lower alkyl containing 1 to 6 carbon atoms, cycloalkyl containing 5 to 6 carbon atoms, allyl, benzyl, halogen substituted benzyl, aralkyl containing 7 to 10 carbon atoms, halogen substituted aralkyl containing 7 to 10 carbon atoms; 3-phenyl-2-propynyl and halogen substituted 3-phenyl-2-propynyl and the pharmaceutically acceptable salts thereof, to the processes for their preparation, to methods for using the compounds, and to pharmaceutical compositions thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated diabetic complications.

  本发明涉及新型螺[1,2-苯并异噻唑-3（2H），5'-噁唑烷]-2'，4'-二酮1,1-二氧化物，其一般式（I）如下：##STR1##其中R是含有1至6个碳原子的低碳基，含有5至6个碳原子的环烷基，丙烯基，苯甲基，卤代苯甲基，含有7至10个碳原子的芳基烷基，卤代含有7至10个碳原子的芳基烷基；3-苯基-2-丙炔基和卤代3-苯基-2-丙炔基及其药学上可接受的盐，以及其制备方法、使用该化合物的方法和其制备的药物组合物。这些化合物具有药理特性，使它们有益于治疗糖尿病和相关的糖尿病并发症。
• US5221686A
  申请人：——

  公开号：US5221686A

  公开（公告）日：1993-06-22
• 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).