2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-4-benzylidene-1,3-oxazol-5(4H)-one | 1478925-65-3

• 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
• 英文名称: 2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-4-benzylidene-1,3-oxazol-5(4H)-one
• 英文别名: 4-benzylidene-2-(5-(2,6-dichlorophenyl)-3-methylisoxazol-4-yl)oxazol-5(4H)-one
• CAS: 1478925-65-3
• 化学式: C₂₀H₁₂Cl₂N₂O₃
• 分子量: 399.233
• InChiKey: BATGPUKXQOQEKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  64.69
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-(2,6-dichlorophenyl)3-methyl-1,2-oxazol-4-ylcarbonylaminoacetic acid 、 苯甲醛 在 乙酸酐 、 三苯基膦 作用下， 以 neat (no solvent) 为溶剂， 反应 0.3h， 以91%的产率得到2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-4-benzylidene-1,3-oxazol-5(4H)-one
  参考文献：
  名称：

  三苯膦（PPh3）在无溶剂条件下催化丁二烯酮的锥形反应

  摘要：

  这项研究提出了三苯基膦催化的方法，使用马尿和取代的芳族醛来合成z内酯及其衍生物。还发现该方法对于从5-（2,6-二氯苯基）-3-甲基-1,2-恶唑-4基羰基氨基乙酸合成a内酯是有效的，并具有无溶剂条件等多种优势，产量高，操作简单，条件温和，并减少了对环境的影响。

  DOI：

  10.1002/jhet.2600

文献信息

• Synthesis, characterization and evaluation of the photophysical and nonlinear optical behaviour of novel 4-substituted arylidene-2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-1,3-oxazol-5-ones
  作者：Y.L.N. Murthy、K.P. Suhasini、V. Veeraiah、G. Umesh、K.B. Manjunatha、V. Christopher

  DOI：10.1016/j.dyepig.2013.07.001

  日期：2013.12

  Five new 4-substituted arylidene-2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-1,3-oxazol-5-ones have been designed and synthesized in order to study their third-order nonlinear optical properties. These novel compounds were characterized by advanced spectroscopic techniques (IR, H-1, C-13 NMR, ESI-MS spectroscopy and elemental analyses). In addition, the evaluation of absorption and emission wavelengths of the new 5-oxazolone derivatives was carried out in seven different solvents of varying polarity, which showed intense absorption maxima at 350-480 nm and emission maxima at 390-535 nm respectively. The third-order nonlinear optical properties of the target molecules have been investigated in N,N-dimethylformamide using a single beam Z-scan technique with nanosecond laser pulses at 532 nm. The nonlinear refractive index, nonlinear absorption coefficient, magnitude of third-order susceptibility and molecular two photon absorption cross-sections have been determined. All of the compounds showed excellent optical limiting behaviour at 532 nm, with the best optical limiting behaviour observed with strong electron donor [dimethyl and N,N-diethyl amino] substituents. (C) 2013 Elsevier Ltd. All rights reserved.