2-ethyl-5-chloro-isoindoline-1,3-dione | 143740-48-1

• 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: 2-ethyl-5-chloro-isoindoline-1,3-dione
• 英文别名: 2-Aethyl-5-chlor-isoindolin-1,3-dion；5-Chloro-2-ethylisoindole-1,3-dione
• CAS: 143740-48-1
• 化学式: C₁₀H₈ClNO₂
• 分子量: 209.632
• InChiKey: WMPSLIJBNOXBOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  3,6-dichloro-2-ethyl-1-oxoisoindolium hexachloroantimonate 在 碳酸氢钠 作用下， 以77%的产率得到2-ethyl-5-chloro-isoindoline-1,3-dione
  参考文献：
  名称：

  On the Reaction of ?-Chlorobenzylic Cations with Isocyanates

  摘要：

  Isocyanates react as N-nucleophiles with alpha-chlorobenzylic cations (2) to give 1-oxoisoindolium salts (5). From the reaction of benzotrichlorides with SbCl5 and isocyanates the extremely reactive hexachloroantimonates 5 with R2 = Cl are isolated. Hydrolysis of these cyclic N-acyl iminium salts affords phthalimides 6. Reaction of 5 k with dimethylcyanamide gives the 2-azoniaallene salt 13. p-Tolyl isocyanate is Friedel-Crafts alkylated by p-chlorobenzotrichloride (1i) in the presence of SbCl5 to furnish the 1,3-oxadiazinium salt 7, which is hydrolyzed to give the benzophenone 9. With ethanol the acetals 10 and 11 are formed from 7.

  DOI：

  10.1002/prac.19923340804

文献信息

• Dabard; Tirouflet, Bulletin de la Societe Chimique de France, 1957, p. 565,569
  作者：Dabard、Tirouflet

  DOI：——

  日期：——
• MATVEEV, V. A.;ARXIPOVA, I. A.;AGAFONOVA, S. N., IZV. AN KAZSSR. CEP. XIM.,(1991) N, S. 54-57
  作者：MATVEEV, V. A.、ARXIPOVA, I. A.、AGAFONOVA, S. N.

  DOI：——

  日期：——
• Aromatic sulfonyl compounds
  申请人：Tonen Corporation

  公开号：EP0233409B1

  公开（公告）日：1990-09-26
• US4960903A
  申请人：——

  公开号：US4960903A

  公开（公告）日：1990-10-02
• On the Reaction of ?-Chlorobenzylic Cations with Isocyanates
  作者：A. El-Hamid Ismail、A. Hamed、M. Taha Abdel-Aal、I. Zeid、M. Al-Talib、Q. Wang、J. C. Jochims

  DOI：10.1002/prac.19923340804

  日期：——

  Isocyanates react as N-nucleophiles with alpha-chlorobenzylic cations (2) to give 1-oxoisoindolium salts (5). From the reaction of benzotrichlorides with SbCl5 and isocyanates the extremely reactive hexachloroantimonates 5 with R2 = Cl are isolated. Hydrolysis of these cyclic N-acyl iminium salts affords phthalimides 6. Reaction of 5 k with dimethylcyanamide gives the 2-azoniaallene salt 13. p-Tolyl isocyanate is Friedel-Crafts alkylated by p-chlorobenzotrichloride (1i) in the presence of SbCl5 to furnish the 1,3-oxadiazinium salt 7, which is hydrolyzed to give the benzophenone 9. With ethanol the acetals 10 and 11 are formed from 7.