N-(4-amino-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide | 160984-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: N-(4-amino-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide
• 英文别名: 2-(4-Amino-2-fluorophenyl)-4,5,6,7-tetrahydroisoindole-1,3-dione
• CAS: 160984-03-2
• 化学式: C₁₄H₁₃FN₂O₂
• 分子量: 260.268
• InChiKey: ICSIGHRVDHVIFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-amino-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide 在 盐酸 、 TEA 、 硫酸 、 硝酸 、 铁粉 、 溶剂黄146 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Structural replacements for the benzoxazinone protox inhibitors

  摘要：

  Substituted benzoxazinones are a class of highly active inhibitors of protoporphyrinogen oxidase (protox) which are effective at controlling grass and broadleaf weeds at low rates, As part of the process of optimization of the herbicidal activity of the 6-heterocyclic benzoxazinones, a number of replacements were prepared for the oxazinone ring. Quantitative structure-activity relationships (QSAR) were developed for the benzoxazinone replacements using molecular properties, and these were compared to published QSAR for the acyclic 2,4,5-trisubstituted arylheterocyclic protox inhibitors. That the molecular properties of the acyclic and bicyclic protox inhibitors are similar suggest they may be interacting with the same binding site. (C) 1999 Society of Chemical Industry.

  DOI：

  10.1002/(sici)1096-9063(199903)55:3<281::aid-ps930>3.0.co;2-g
• 作为产物：
  描述：

  3,4,5,6-四氢苯酐 在 镍 氢气 、 溶剂黄146 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 23.0h， 生成 N-(4-amino-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide
  参考文献：
  名称：

  区域异构四氢邻苯二甲酰亚胺取代的吲哚-2（3 H）-ones的制备及烷基化

  摘要：

  已经通过适当取代的苯胺作为潜在除草剂的Sommelet-Hauser型环化反应制备了一系列新颖的区域异构的四氢邻苯二甲酰亚胺取代的吲哚-2-酮。然后将所得的吲哚-2-酮在N-1和C-3区域选择性烷基化，得到1,3,3-三取代的吲哚-2-酮。还制备了最活跃的系列由二的-nitration米-fluorophenylacetic酸接着还原和环化，得到6-氨基-5-氟二氢-2-酮。精制四氢邻苯二甲酰亚胺取代的吲哚-2-酮，然后进行C-和N-烷基化，得到所需化合物。

  DOI：

  10.1002/jhet.5570310639

文献信息

• Structural replacements for the benzoxazinone protox inhibitors
  作者：John W Lyga、Jun H Chang、George Theodoridis、Jonathan S Baum

  DOI：10.1002/(sici)1096-9063(199903)55:3<281::aid-ps930>3.0.co;2-g

  日期：1999.3

  Substituted benzoxazinones are a class of highly active inhibitors of protoporphyrinogen oxidase (protox) which are effective at controlling grass and broadleaf weeds at low rates, As part of the process of optimization of the herbicidal activity of the 6-heterocyclic benzoxazinones, a number of replacements were prepared for the oxazinone ring. Quantitative structure-activity relationships (QSAR) were developed for the benzoxazinone replacements using molecular properties, and these were compared to published QSAR for the acyclic 2,4,5-trisubstituted arylheterocyclic protox inhibitors. That the molecular properties of the acyclic and bicyclic protox inhibitors are similar suggest they may be interacting with the same binding site. (C) 1999 Society of Chemical Industry.
• Preparation and alkylation of regioisomeric tetrahydrophthalimide-substituted indolin-2(3<i>H</i>)-ones
  作者：Gary M. Karp、Michael E. Condon

  DOI：10.1002/jhet.5570310639

  日期：1994.11

  A series of novel regioisomeric tetrahydrophthalimide-substituted indolin-2-ones has been prepared via the Sommelet-Hauser type cyclization of appropriately substituted anilines as potential herbicides. The resultant indolin-2-ones were then regioselectively alkylated at N-1 and C-3 to give 1,3,3-trisubstituted indolin-2-ones. The most active series was also prepared by the bis-nitration of m-fluorophenylacetic

  已经通过适当取代的苯胺作为潜在除草剂的Sommelet-Hauser型环化反应制备了一系列新颖的区域异构的四氢邻苯二甲酰亚胺取代的吲哚-2-酮。然后将所得的吲哚-2-酮在N-1和C-3区域选择性烷基化，得到1,3,3-三取代的吲哚-2-酮。还制备了最活跃的系列由二的-nitration米-fluorophenylacetic酸接着还原和环化，得到6-氨基-5-氟二氢-2-酮。精制四氢邻苯二甲酰亚胺取代的吲哚-2-酮，然后进行C-和N-烷基化，得到所需化合物。