2-((3,4-dimethoxybenzylidene)amino)phenol | 80241-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-((3,4-dimethoxybenzylidene)amino)phenol
• 英文别名: N**2-(3,4-dimethoxy-benzylidene)aminophenol；2-(3,4-dimethoxyphenylmethyleneimino)phenol；Phenol, 2-(((3,4-dimethoxyphenyl)methylene)amino)-；2-[(3,4-dimethoxyphenyl)methylideneamino]phenol
• CAS: 80241-83-4
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: CPOKOAWVSUHOCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  433.4±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((3,4-dimethoxybenzylidene)amino)phenol 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 2-(3,4-Dimethoxy-benzylamino)-phenol
  参考文献：
  名称：

  New Substituted 1,4-Benzoxazine Derivatives with Potential Intracellular Calcium Activity

  摘要：

  Substituted 1,4-benzoxazines bearing an amino side chain at the 2-position were prepared and were found to have a moderate activity on intracellular calcium. Of the compounds studied it was found that those which possess a homoveratrylamino moiety exhibited superior potency. The chain length and the nature of the amine (4-fluorophenylpiperazine, 4-fluorobenzhydryloxyethylamine, N-substituted homoveratrylamine) is discussed. The 4-benzyl-3,4-dihydro-2[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-2H-1,4-benzoxazine (3c) is the most potent derivative of the series with a ratio of IC50 values against PE (phenylephrine) and K+ of 2.1. Under these test conditions a ratio near 1 indicates potential intracellular calcium activity while a ratio greater than 100 an action on extracellular calcium influx.

  DOI：

  10.1021/jm970795t
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 、 2-氨基苯酚 以 甲醇 为溶剂， 生成 2-((3,4-dimethoxybenzylidene)amino)phenol
  参考文献：
  名称：

  使用吸光度和荧光光谱的新席夫碱衍生物的电子结构、溶剂致变色和电偶极矩

  摘要：

  通过使用包括 28 种不同溶液介质的吸收和荧光光谱来解释四种新的单席夫碱衍生物的电子结构和电子跃迁。电偶极矩已经通过四种不同的基于溶剂化变色位移的量子力学方法发现，如 Lippert-Mataga、Bakhshiev、改进的 Bilot-Kawski 和 Reichardt 方法。溶剂-溶质相互作用的定量研究是通过使用 Kamlet-Taft 和 Catalan 参数完成的。在吸收和荧光光谱中，红移随色散偏振力效应发生。这些分子的电子跃迁和电子结构已改变为依赖于溶剂介质性质。使用 B3LYP/6-311G(d,p) 理论水平计算 HOMO、LUMO、MEP 和 SAS。溶剂致变色，详细讨论了光物理性质和电子结构。基态和激发态的偶极矩几乎没有变化。

  DOI：

  10.1007/s11224-018-1228-8

文献信息

• OMS-2/H₂O₂/Dimethyl Carbonate: An Environmentally-Friendly Heterogeneous Catalytic System for the Oxidative Synthesis of Benzoxazoles at Room Temperature
  作者：Xu Meng、Yuanguang Wang、Baohua Chen、Gexin Chen、Zhenqiang Jing、Peiqing Zhao

  DOI：10.1021/acs.oprd.7b00315

  日期：2017.12.15

  catalyst for the oxidative synthesis of benzoxazoles in the gram-scale from phenolic imines at room temperature. H2O2 and biobased reagent dimethyl carbonate (DMC) were successfully employed as the environmentally friendly oxidant and solvent, respectively, in an OMS-2-catalysted redox reaction for the first time. Benzoxazoles could also be obtained from N-substituted 2-aminophenols via Cu(OH)x/OMS-2-catalyzed

  锰八面体分子筛（OMS-2）被发现是一种高效且可回收的异构催化剂，用于在室温下以克为单位从酚亚胺氧化合成苯并恶唑。H 2 O 2和生物基试剂碳酸二甲酯（DMC）分别成功地首次在OMS-2催化的氧化还原反应中用作环境友好型氧化剂和溶剂。苯并恶唑还可以在高温下通过Cu（OH）x / OMS-2-催化的连续氧化转化反应从N-取代的2-氨基苯酚获得。
• A novel synthesis of 1,2,5-benzoxathiazepines
  作者：Mangat Rai、Baljit Kaur

  DOI：10.1039/c39810000971

  日期：——

  1,2,5-Benzoxathiazepines have been synthesized through a novel rearrangement reaction of the unstable cycloadducts of sulphene (H2CSO2) with substituted N-benzylidene-2-hydroxyanilines.

  通过将不稳定的亚砜环（H 2 C SO 2）的环加合物与取代的N-亚苄基-2-羟基苯胺进行新的重排反应，合成了1,2,5-苯并恶二氮杂卓类化合物。
• Synthesis, characterization and luminescence study of dimethyl[2-(arylmethyleneimino)phenolato]gallium complexes. Crystal structure of dimethyl[3,4-dimethoxyphenylmethyleneiminophenolato]gallium
  作者：Yiying Zhang、Yingzhong Shen、Yueqin Li、Yan Wang、Ye Li、Xian Tao、Huihua Xu

  DOI：10.1016/j.ica.2007.12.006

  日期：2008.6

  Three dimethylgallium complexes of type Me2GaL [L = 3,4-dimethoxyphenylmethyleneiminophenolato (1), 4-butoxylphenyl methyleneiminophenolato (2), 2-pyridylphenolato (3)] have been synthesized by the reaction of trimethylgallium with appropriate N-arylmethyleneiminophenol. The complexes obtained have been characterized by elemental analysis, H-1 NMR, FT-IR and mass spectroscopy, respectively. The solid structure of 1 has been determined by X-ray single crystal analysis. The gallium atom was bonded by an oxygen atom and coordinated by an imine nitrogen atom forming one five-membered ring. The stable dimmer was formed by the coordination of bridging oxygen atom of phenolate to another gallium atom. The photoluminescence of complexes 1-3 were studied. The maximum emission wavelengths of 1-3 are between 338 and 362 nm upon radiation by UV light. The Electroluminescent properties of diodes using 1-3 as emitters were measured. The blue/green electroluminescence has been observed. (C) 2007 Elsevier B.V. All rights reserved.
• Rai, Mangat; Kaur, Baljit; Dhir, B. S., Journal of the Indian Chemical Society, 1982, vol. 59, # 3, p. 416 - 417
  作者：Rai, Mangat、Kaur, Baljit、Dhir, B. S.

  DOI：——

  日期：——
• Devi, G. Sobhana; Indrasenan, P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1988, vol. 27, # 9, p. 809 - 811
  作者：Devi, G. Sobhana、Indrasenan, P.

  DOI：——

  日期：——