2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-4-(4-chlorobenzylidene)-1,3-oxazol-5(4H)-one | 1478925-66-4

• 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-(4-chlorobenzylidene)-1,3-oxazol-5(4H)-one
• 英文别名: 4-(4-chlorobenzylidene)-2-(5-(2,6-dichlorophenyl)-3-methylisoxazol-4-yl)oxazol-5(4H)-one
• CAS: 1478925-66-4
• 化学式: C₂₀H₁₁Cl₃N₂O₃
• 分子量: 433.678
• InChiKey: MXKOHVUKYVRVBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  28.0
• 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-oxazole-4-carboxylic acid chloride 在 sodium acetate 、 乙酸酐 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 2-[5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl]-4-(4-chlorobenzylidene)-1,3-oxazol-5(4H)-one
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.dyepig.2013.07.001

文献信息

• Triphenylphosphine (PPh₃) Catalyzed Erlenmeyer Reaction for Azlactones under Solvent-free Conditions
  作者：Alapati Mohan Lakshmi Punna Rao、Abburi Sridhar Rao、Mukkamala Saratchandra Babu、M. Krishnaji Rao

  DOI：10.1002/jhet.2600

  日期：2017.1

  triphenylphosphine catalyzed process for the synthesis of azlactones and their derivatives using hippuric and substituted aromatic aldehydes. The methodology also found to be effective for the synthesis of azlactones from 5‐(2,6‐dichlorophenyl)‐3‐methyl‐1,2‐oxazol‐4‐yl carbonyl amino acetic acid and offers several advantages such as solvent‐free conditions, excellent yields, simple procedure, mild conditions, and

  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。