N-(2,5-Dichlor-phenyl)-phthalimid | 1485-35-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(2,5-Dichlor-phenyl)-phthalimid
• 英文别名: 2-(2,5-dichlorophenyl)-1H-isoindole-1,3(2H)-dione；2-(2,5-dichlorophenyl)isoindole-1,3-dione
• CAS: 1485-35-4
• 化学式: C₁₄H₇Cl₂NO₂
• 分子量: 292.121
• InChiKey: QGEUIYWGMPIINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯酐 生成 N-(2,5-Dichlor-phenyl)-phthalimid
  参考文献：
  名称：

  MAKSUDOVA, F. N.;RASULEVA, D. X.;SAFAEV, A. S., UZB. XIM. ZH., 1981, N 4, 59-61

  摘要：

  DOI：

文献信息

• Visible-Light-Induced Metal-/Photocatalyst-Free C–H Bond Imidation of Arenes
  作者：Takahito Kuribara、Masaya Nakajima、Tetsuhiro Nemoto

  DOI：10.1021/acs.orglett.0c00433

  日期：2020.3.20

  In this study, a visible-light-induced intermolecular C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and molecular iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent density functional theory calculations and experimentally demonstrated for 28 substrates

  在这项研究中，在环境条件下实现了可见光诱导的芳烃分子间CH键酰亚胺化。通过将简单的邻苯二甲酰亚胺与（二乙酰氧基碘）苯和分子碘一起使用，可以直接形成无金属/光催化剂的CN键。通过使用随时间变化的密度泛函理论计算设计了酰亚胺化方案，并通过实验证明了28种底物的产率高达96％。机理研究表明，自由基介导的芳族取代是在可见光照射下通过N-碘邻苯二甲酰亚胺的光解而发生的。
• The aminocarbonylation of 1,2-diiodoarenes with primary and secondary amines catalyzed by palladium complexes with imidazole ligands
  作者：Przemysław Wójcik、Anna M. Trzeciak

  DOI：10.1016/j.apcata.2018.04.043

  日期：2018.6

  The efficient carbonylative cyclization of 1,2-diiodobenzene with different primary and secondary amines was performed using a palladium complex with an imidazole ligand, PdCl2(BIM)2, as a catalyst. In reactions performed at 1 atm of CO with primary amines, phthalimides were obtained as the only products with yields of up to 100% in 4 h. An even shorter time, 1 h, was sufficient to obtain the same

  使用具有咪唑配体PdCl 2（BIM）2的钯配合物作为催化剂，用不同的伯胺和仲胺对1,2-二碘苯进行有效的羰基环化反应。在1大气压的CO与伯胺进行的反应中，邻苯二甲酰亚胺是唯一的产物，在4小时内收率高达100％。甚至更短的1小时时间也足以获得使用2-碘代苯甲酸甲酯代替1,2-二碘代苯作为底物的相同产品。在与仲胺的类似反应中，1,2-二碘苯被转化为三种产物，其形成量取决于反应条件。Pd NP和可溶性钯中间体的存在表明它们参与了催化反应。
• Synthesis of <i>N</i>-substituted phthalimides <i>via</i> Pd-catalyzed [4+1] cycloaddition reaction
  作者：Chengxian Hu、Lu Wang、Yuanyuan Wu、Yonglong Zheng、Ying Fu、Zhengyin Du

  DOI：10.1039/d3cc04534j

  日期：——

  A novel Pd-catalyzed assembly of N-phenylphthalimide by merging of [4+1] cycloaddition and difluorocarbene transfer carbonylation from 2-iodo-N-phenylbenzamides and difluorocarbene precursors is disclosed. In this reaction, difluorocarbene acts as a carbonyl source and simultaneously forms one C-C bond, one C-N bond and one C=O bond to produce N-phenylphthalimides in high yields.

  公开了一种新颖的 Pd 催化的 N-苯基邻苯二甲酰亚胺组装方法，通过合并 [4+1] 环加成和来自 2-碘-N-苯基苯甲酰胺和二氟卡宾前体的二氟卡宾转移羰基化。在此反应中，二氟卡宾作为羰基源，同时形成1个CC键、1个CN键和1个C=O键，以高产率生成N-苯基邻苯二甲酰亚胺。
• Polyarylene Sulfide Resin
  申请人：——

  公开号：US20040006197A1

  公开（公告）日：2004-01-08

  This invention relates to a novel polyarylene sulfide resin or a resin composition comprising said polyarylene sulfide resin moldable with reduced generation of flash. The polyarylene sulfide resin of this invention comprises 0.5-10% by weight of the constituent unit represented by the following general formula (1) and 80-99.5% by weight of the constituent unit represented by the following general formula (2): —(Ar 1 —S—) n (1) —(Ar 2 —S—) m (2) wherein Ar 1 is the radical represented by general formula (3), 1 Ar 2 is phenylene or alkyl-substituted phenylene radical, R 1 -R 7 are independently hydrogen atoms or lower alkyl radicals containing 1-3 carbon atoms and n and m are integers of 1 or more.

  本发明涉及一种新型聚芳基硫醚树脂或由所述聚芳基硫醚树脂组成的树脂组合物，该树脂可模塑成型，且可减少闪蒸的产生。本发明的聚芳基硫醚树脂包括 0.5-10%（按重量计）由以下通式（1）代表的组成单元和 80-99.5%（按重量计）由以下通式（2）代表的组成单元： -Ar 1 -S-) n (1) -（Ar 2 -S-) m (2) 其中 Ar 1 是通式 (3) 所代表的基团、 1 Ar 2 是亚苯基或烷基取代的亚苯基自由基，R 1 -R 7 独立地为氢原子或含 1-3 个碳原子的低级烷基，n 和 m 为 1 或 1 以上的整数。
• <i>N</i>-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
  作者：Laura J. Allen、Pablo J. Cabrera、Melissa Lee、Melanie S. Sanford

  DOI：10.1021/ja501906x

  日期：2014.4.16

  This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.