N-苄基-2-(N-甲基苯胺基)琥珀酰亚胺 | 144040-27-7

• 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
• 中文名称: N-苄基-2-(N-甲基苯胺基)琥珀酰亚胺
• 英文名称: N-benzyl-2-(N-methylanilino)succinimide
• 英文别名: 1-benzyl-3-(N-methylanilino)pyrrolidine-2,5-dione
• CAS: 144040-27-7
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: WDSGHKRFOHLSOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苄基-2-(N-甲基苯胺基)琥珀酰亚胺 以 甲醇 、 溶剂黄146 、 苯 为溶剂， 反应 49.0h， 生成 1-hydroxy-2,7-diphenyl-2,7-diazabicyclo<3.3.0>octan-3-one
  参考文献：
  名称：

  Photoreactions of 2-(N-alkylarylamino)succinimides and related compounds

  摘要：

  On irradiation (254 nm), 2-(N-methylanilino)-N-phenylsuccinimide (6a) underwent homolysis of the C(2)-N bond to yield fission products N-methylaniline and N-phenylsuccinimide (12), along with the products of ortho- and para-rearrangement 2-12-(N-methylamino)phenyl]-N-phenylsuccinimide (13) and 2-[4-(N-methylamino)phenyl]-N-phenylsuccinimide (14a) respectively. Similarly, irradiation of 2-(N-methylanilino)succinimide (6b) and N-benzyl-2-(N-methylanilino)succinimide (6c) gave N-methylaniline and the corresponding products of para-rearrangement. In contrast, both fission and type II cyclisation photo-products 12 and 17 respectively were formed from N-phenyl-2-(1,2,3,4-tetrahydroquinolin-1-yl)succinimide (16) and only the type II cyclisation product 1-hydroxy-2,7-diphenyl-2,7-diazabicyclo-[3.3.0]octan-3-one (21) was obtained from 2-(N-methylanilinomethyl)-N-phenylsuccinimide (20).

  DOI：

  10.1016/s0040-4020(01)80020-x
• 作为产物：
  描述：

  2-(N-methylanilino)-N-phenylsuccinimide 以 甲醇 、 溶剂黄146 、 苯 为溶剂， 反应 24.0h， 生成 N-苄基-2-(N-甲基苯胺基)琥珀酰亚胺
  参考文献：
  名称：

  Photoreactions of 2-(N-alkylarylamino)succinimides and related compounds

  摘要：

  On irradiation (254 nm), 2-(N-methylanilino)-N-phenylsuccinimide (6a) underwent homolysis of the C(2)-N bond to yield fission products N-methylaniline and N-phenylsuccinimide (12), along with the products of ortho- and para-rearrangement 2-12-(N-methylamino)phenyl]-N-phenylsuccinimide (13) and 2-[4-(N-methylamino)phenyl]-N-phenylsuccinimide (14a) respectively. Similarly, irradiation of 2-(N-methylanilino)succinimide (6b) and N-benzyl-2-(N-methylanilino)succinimide (6c) gave N-methylaniline and the corresponding products of para-rearrangement. In contrast, both fission and type II cyclisation photo-products 12 and 17 respectively were formed from N-phenyl-2-(1,2,3,4-tetrahydroquinolin-1-yl)succinimide (16) and only the type II cyclisation product 1-hydroxy-2,7-diphenyl-2,7-diazabicyclo-[3.3.0]octan-3-one (21) was obtained from 2-(N-methylanilinomethyl)-N-phenylsuccinimide (20).

  DOI：

  10.1016/s0040-4020(01)80020-x

文献信息

• Photoreactions of 2-(N-alkylarylamino)succinimides and related compounds
  作者：Syed A. Ashraf、John Hill、Ahmed M'Hamedi、Hafiza Zerizer

  DOI：10.1016/s0040-4020(01)80020-x

  日期：1992.1

  On irradiation (254 nm), 2-(N-methylanilino)-N-phenylsuccinimide (6a) underwent homolysis of the C(2)-N bond to yield fission products N-methylaniline and N-phenylsuccinimide (12), along with the products of ortho- and para-rearrangement 2-12-(N-methylamino)phenyl]-N-phenylsuccinimide (13) and 2-[4-(N-methylamino)phenyl]-N-phenylsuccinimide (14a) respectively. Similarly, irradiation of 2-(N-methylanilino)succinimide (6b) and N-benzyl-2-(N-methylanilino)succinimide (6c) gave N-methylaniline and the corresponding products of para-rearrangement. In contrast, both fission and type II cyclisation photo-products 12 and 17 respectively were formed from N-phenyl-2-(1,2,3,4-tetrahydroquinolin-1-yl)succinimide (16) and only the type II cyclisation product 1-hydroxy-2,7-diphenyl-2,7-diazabicyclo-[3.3.0]octan-3-one (21) was obtained from 2-(N-methylanilinomethyl)-N-phenylsuccinimide (20).