4-acetylamino-N-methylphthalimide | 2306-99-2

• 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: 4-acetylamino-N-methylphthalimide
• 英文别名: 5-acetylamino-2-methyl-isoindole-1,3-dione；N-(2-methyl-1,3-dioxo-isoindolin-5-yl)-acetamide；N-(2-Methyl-1,3-dioxo-isoindolin-5-yl)-acetamid；4-Acetylamino-N-methyl-phthalimide；4-Acetylamino-N-methyl-phthalimid；N-(2-methyl-1,3-dioxoisoindol-5-yl)acetamide
• CAS: 2306-99-2
• 化学式: C₁₁H₁₀N₂O₃
• mdl: MFCD00455844
• 分子量: 218.212
• InChiKey: LDDTUHZQDQGICJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  烯丙基甲基碳酸酯 、 4-acetylamino-N-methylphthalimide 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 silver carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以55%的产率得到6-acetyl-2,7-dimethylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione
  参考文献：
  名称：

  Synthesis of indoles through Rh(III)-catalyzed C–H cross-coupling with allyl carbonates

  摘要：

  A practical Rh-catalyzed reaction was developed to achieve 2-alkyl-substituted indole synthesis. The reaction can tolerate a variety of synthetically important functional groups. The indole products can also be transformed into other important skeletons. Two bioactive compounds, that is indomethacin and pravadoline were prepared using the new method. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.11.065
• 作为产物：
  描述：

  N-甲基-4-氨基邻苯二甲酰亚胺 、 乙酸酐 生成 4-acetylamino-N-methylphthalimide
  参考文献：
  名称：

  Tirouflet; Dabard, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1956, vol. 242, p. 916

  摘要：

  DOI：

文献信息

• Tirouflet; Dabard, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1956, vol. 242, p. 916
  作者：Tirouflet、Dabard

  DOI：——

  日期：——
• Synthesis of indoles through Rh(III)-catalyzed C–H cross-coupling with allyl carbonates
  作者：Tian-Jun Gong、Wan-Min Cheng、Wei Su、Bin Xiao、Yao Fu

  DOI：10.1016/j.tetlet.2013.11.065

  日期：2014.3

  A practical Rh-catalyzed reaction was developed to achieve 2-alkyl-substituted indole synthesis. The reaction can tolerate a variety of synthetically important functional groups. The indole products can also be transformed into other important skeletons. Two bioactive compounds, that is indomethacin and pravadoline were prepared using the new method. (C) 2014 Published by Elsevier Ltd.
• Fluorescence Response of a 4-Trifluoroacetylaminophthalimide to Iodide Ions upon 254 nm Irradiation in MeCN
  作者：Hideki Okamoto、Hiroyuki Konishi、Mami Kohno、Kyosuke Satake

  DOI：10.1021/ol801184x

  日期：2008.7.17

  The title trifluoroacetylaminophthalimide derivative produced a violet fluorescence (lambda(FL)(max) 392 nm) in MeCN, and it displayed a green emission (lambda(FL)(max) 506 nm) after irradiation at 254 nm in the presence of iodide ions. The corresponding amidate ion of the trifluoroacetamide was identified as the green fluorescence emitter. The deprotonation reaction may be caused by proton-abstracting solvated electrons generated by a photochemical charge-transfer-to-solvent process from I(-) to MeCN.