(4Z)-4-苄基-1,2-二苯基-1,4-二氢-5H-咪唑啉-5-酮 | 81419-91-2

• 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: (4Z)-4-苄基-1,2-二苯基-1,4-二氢-5H-咪唑啉-5-酮
• 英文名称: 4-benzylidene-1,2-diphenyl-2-imidazolin-5-one
• 英文别名: (Z)-2,3-diphenyl-5-benzylidene-4(5H)-imidazolone；(4Z)-4-benzylidene-1,2-diphenyl-1,4-dihydro-5H-imidazolin-5-one；4-benzylidene-1,2-diphenylimidazolin-5-one；(5Z)-5-benzylidene-2,3-diphenylimidazol-4-one
• CAS: 81419-91-2
• 化学式: C₂₂H₁₆N₂O
• 分子量: 324.382
• InChiKey: FANWRBCDDXMKRD-SILNSSARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4Z)-4-苄基-1,2-二苯基-1,4-二氢-5H-咪唑啉-5-酮 在 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 14.0h， 生成 N,1,3,4-tetraphenyl-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  Abdallah; Zayed; Shawali, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 3, p. 187 - 190

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯基-5-噁唑酮 在 sodium acetate 、 溶剂黄146 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 4.34h， 生成 (4Z)-4-苄基-1,2-二苯基-1,4-二氢-5H-咪唑啉-5-酮
  参考文献：
  名称：

  A Facile Synthesis ofN-Substituted 2-Acylamino-2-alkenamides

  摘要：

  DOI：

  10.1055/s-1985-31179

文献信息

• Condensation of Schiff bases with 2-oxazolin-5-ones: simultaneous introduction of arylidene and amino moieties
  作者：Arya K. Mukerjee、Pradeep Kumar

  DOI：10.1139/v82-048

  日期：1982.2.1

  Schiff bases condense with 2-oxazolin-5-ones having a C-4 methylene and/or C-2 methyl group, and the reaction in glacial acetic acid, containing freshly fused sodium acetate, produces 4-arylidene- and/or 2-styryl-2-imidazoline-5-ones as a result of simultaneous introduction of arylidene and amino moieties.

  席夫碱与具有C-4亚甲基和/或C-2甲基基团的2-噁唑啉-5-酮缩合，反应发生在冰醋酸中，含有新熔融的乙酸钠，产生4-芳基亚甲基-和/或2-亚苄基-2-咪唑啉-5-酮，由于芳基亚甲基和氨基团的同时引入而产生。
• Derivatives of ?,?-dehydro amino acids: I. Synthesis of 1-aryl-2,4-disubstituted imidazol-5-ones from arylamides of N-benzoyl-?,?-dehydrophenylalanine and trimethylchlorosilane
  作者：V. O. Topuzyan、A. A. Oganesyan、G. A. Panosyan

  DOI：10.1007/s11178-005-0072-7

  日期：2004.11

  A preparation method was developed for 1-aryl-2,4-disubstituted imidazol-5-ones from N-benzoyl-α,β-dehydrophenylalanine anilides or 2-phenyl-4-benzylidene-5-oxazolone and arylamine in the presence of trimethylchlorosilane.

  建立了N-苯甲酰-α,β-脱氢苯丙氨酸苯胺或2-苯基-4-亚苄基-5-恶唑酮与芳胺在三甲基氯硅烷存在下制备1-芳基-2,4-二取代咪唑-5-酮的方法。
• Tuning the Excited-State Dynamics of GFP-Inspired Imidazolone Derivatives
  作者：Irina Petkova、Georgi Dobrikov、Natalie Banerji、Guillaume Duvanel、Robert Perez、Vladimir Dimitrov、Peter Nikolov、Eric Vauthey

  DOI：10.1021/jp903900b

  日期：2010.1.14

  The excited-state dynamics of five derivatives of the GFP-chromophore, which differ by the position and nature of their substituents, has been investigated in solvents of various viscosity and polarity and in rigid media using femtosecond-resolved spectroscopy. In polar solvents of low viscosity, like acetonitrile or methanol, the fluorescence decays of all compounds are multiexponential, with average lifetimes of the order of a few picoseconds, whereas in rigid matrices (polymer films and low temperature glasses), they are single exponential with lifetimes of the order of a few nanoseconds and fluorescence quantum yields close to unity. Global analysis of the fluorescence decays recorded at several wavelengths and of the transient absorption spectra reveals the presence of several excited-state Populations with slightly different fluorescence and absorption spectra and with distinct lifetimes. These populations are attributed to the existence of multiple ground-state conformers. From the analysis of the dependence of the excited-state dynamics on the solvent and on the nature of the substituents, it follows that the nonradiative deactivation of all these excited chromophores involves an intramolecular coordinate with large amplitude motion. However, depending on the solvent and substituent, additional channels, namely, inter- and intramolecular hydrogen bond assisted nonradiative deactivation, are operative. This allows tuning of the excited-state lifetime of the chromophore. Finally, an ultrafast photoinduced intramolecular charge transfer is observed in polar solvents with one derivative bearing a dimethylaminophenyl substituent.
• C–H⋯O interactions are favoured in the crystal structures of imidazolin-5-ones
  作者：Gitalee Bhattacharjya、G. Savitha、Gurunath Ramanathan

  DOI：10.1016/j.molstruc.2005.05.044

  日期：2005.10

  The competing forces of a greater number of weak C-H... 0 interactions in the crystal structure of imidazolin-5-one analogues seem to tip the balance against the relatively stronger carbonyl-carbon (C = O delta----C delta+) electrostatic interaction previously observed and reported by us in the crystal structure of (4Z)-4-(4-methoxybenzylidene)-1,2-diphenyl-1,4-dihydro-5H-imidazolin-5-one [G. Bhattacharjya, G. Savitha, G. Ramanathan, Cryst. Eng. Commun. 6 (2004) 233]. (c) 2005 Elsevier B.V. All rights reserved.
• Cativiela, Carlos; Chueca, Javier; Garcia, Jose I., Heterocycles, 1984, vol. 22, # 12, p. 2775 - 2781
  作者：Cativiela, Carlos、Chueca, Javier、Garcia, Jose I.、Melendez, Enrique

  DOI：——

  日期：——