[(2-hydroxynaphthalen-1-yl)-(4-methoxyphenyl)-methyl]urea

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(2-hydroxynaphthalen-1-yl)-(4-methoxyphenyl)-methyl]urea
• 英文别名: [(2-Hydroxynaphthalen-1-yl)-(4-methoxyphenyl)methyl]urea
• 化学式: C₁₉H₁₈N₂O₃
• 分子量: 322.364
• InChiKey: VPRSXWLPOKRAOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(2-hydroxynaphthalen-1-yl)-(4-methoxyphenyl)-methyl]urea 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-methoxyphenyl)-1,2-dihydro-naphtho[1,2-e][1,3]oxazin-3-one
  参考文献：
  名称：

  由TMSCl / NaI促进的涉及β-萘酚，醛和尿素的新型三组分单锅反应

  摘要：

  在室温下，在TMSCl / NaI存在下，β-萘酚，芳族醛和尿素的一锅缩合反应可合成高收率的氨基烷基萘酚衍生物。酰胺烷基萘酚衍生物在140℃下闭环，得到1,2-二氢-1-芳基萘[1,2-e] [1,3]恶嗪-3-酮衍生物。J.杂环化​​学。（2010）。

  DOI：

  10.1002/jhet.328
• 作为产物：
  描述：

  、 尿素 在 nanocrystalline iron oxychloride grafted MCM-41 作用下， 以 neat (no solvent) 为溶剂， 生成 [(2-hydroxynaphthalen-1-yl)-(4-methoxyphenyl)-methyl]urea
  参考文献：
  名称：

  Nanocrystalline FeOCl_x grafted MCM-41 as active mesoporous catalyst for the solvent-free multi-condensation reaction

  摘要：

  使用热活化的FeC1₃/MCM-41催化剂，芳香醛、萘酚和尿素（或酰胺）的多组分缩合反应可催化转化为具有药用价值的酰胺基烷基萘酚。

  DOI：

  10.1039/c6ra14736d

文献信息

• Synthesis of Novel Thioamidoalkyl- and Thiocarbamidoalkyl Naphthols via a Three-Component Condensation Reaction Using Heterogeneous Catalyst of Ferric Hydrogensulfate
  作者：Hossein Eshghi、Gholam Hossein Zohuri、Saman Damavandi

  DOI：10.1080/00397911.2010.526281

  日期：2012.2.15

  heterogeneous catalyst for the one-pot multicomponent reaction of β-naphthol, aromatic aldehydes, and thioamide derivatives to obtain the corresponding thioamidoalkyl naphthols. Various novel thioamidoalkyl naphthols and thiocarbamidoalkyl naphthols were synthesized in good yields from thioacetamide and thiourea. The heterogeneous nature of the catalyst made it reusable for further chemical reactions. GRAPHICAL

  摘要 以硫酸氢铁[Fe(HSO4)3]为合适的多相催化剂，用于β-萘酚、芳香醛和硫代酰胺衍生物的一锅多组分反应，得到相应的硫代酰胺基烷基萘酚。以硫代乙酰胺和硫脲为原料，以良好的收率合成了各种新型硫代氨基烷基萘酚和硫代氨基烷基萘酚。催化剂的多相性质使其可重复用于进一步的化学反应。图形概要
• Hafnium (IV) bis(perfluorooctanesulfonyl)imide complex catalyzed direct amidomethylation for the synthesis of 1-(arylamido)-methyl-2-naphthols in fluorous medium
  作者：Mei Hong、Chun Cai、Wen Bin Yi

  DOI：10.1016/j.cclet.2010.10.046

  日期：2011.3

  Abstract Hafnium (IV) bis(perfluorooctanesulfonyl)imide complex is found to be an efficient catalyst for the multicomponent condensation of β-naphthol, aromatic aldehydes and urea or amides in perfluorodecalin to afford the corresponding substituted amidomethyl naphthols in good yields. The remarkable features of this new procedure are high yields, shorter reaction times, reusability of catalyst and

  摘要发现Ha（IV）双（全氟辛烷磺酰基）酰亚胺配合物是有效的催化剂，可将β-萘酚，芳族醛和脲或酰胺在全氟萘烷中多组分缩合，从而以高收率提供相应的取代氨基甲基萘。该新方法的显着特征是高收率，较短的反应时间，催化剂的可重复使用性和简单的后处理程序。
• Aluminatesulfonic acid: Novel and recyclable nanocatalyst for efficient synthesis of aminoalkyl naphthols and amidoalkyl naphthols
  作者：Masoud Nasr-Esfahani、Morteza Montazerozohori、Mahbube Taei

  DOI：10.1016/j.crci.2016.02.003

  日期：2016.8

  Résumé In this study, an efficient, mild, and eco-friendly procedure is developed for the preparation of 1-amidoalkyl-2-naphthols and Betti bases from one-pot three-component condensation of aldehydes, 2-naphthol, and nitrogen sources (amides for amidoalkyl naphthols and amine for Betti bases) in the presence of aluminatesulfonic acid nanoparticles (ASA NPs) as recoverable catalyst under solvent-free conditions. ASA NPs were prepared by a simple reaction of net chlorosulfonic acid and sodium aluminate in high purity. ASA NPs were characterized by Fourier transform IR, X-ray powder diffraction, transmission electron microscopy, energy-dispersive X-ray, thermal gravimetric analysis, and UV diffusion/reflectance techniques. On the basis of the thermal gravimetric analysis and some activation parameters evaluated from decomposition thermal steps using Coats–Redfern model, the catalyst showed high thermal stability. High yields, short reaction time, easy workup, inexpensive, and reusability of the catalyst are advantages of this method.

  摘要 在本研究中，开发了一种高效、温和且环保的程序，用于通过醛、2-萘酚和氮源（用于酰胺烷基萘酚的酰胺和用于Betti碱的胺）的一锅三组分缩合制备1-酰胺烷基-2-萘酚和Betti碱，反应在无溶剂条件下进行，使用铝酸盐磺酸纳米颗粒（ASA NPs）作为可回收催化剂。ASA NPs通过净氯磺酸与高纯度铝酸钠的简单反应制备。 ASA NPs通过傅里叶变换红外光谱、X射线粉末衍射、透射电子显微镜、能量色散X射线、热重分析和UV扩散/反射技术进行了表征。根据热重分析和使用Coats-Redfern模型评估的分解热步骤的一些活化参数，催化剂显示出高热稳定性。该方法的优点包括高产率、短反应时间、容易的后处理、成本低廉以及催化剂的可重用性。
• Cetrimonium Bromide Promoted Efficient Multi-component Protocol for Synthesis of 1-Amidoalkyl-2-naphthols in Aqueous Medium
  作者：A.V. Nakhate、A.P. Ingale、S.V. Shinde

  DOI：10.14233/ajchem.2021.23251

  日期：——

  An efficient and eco-friendly cetrimonium bromide promoted one-pot synthesis of 1-amidoalkyl-2-naphthols by the multicomponent condensation of aldehydes, β-naphthol and amides in water is reported. The wide range of substrate scope, excellent yield, short reaction rate, operational simplicity and environmentally friendly water as medium are the prominent feature of this protocol.

  一种高效、环保的溴化十六烷基铵催化的一锅法合成1-酰胺烷基-2-萘酚的方法报道了在水中进行醛、β-萘酚和酰胺的多组分缩合反应。该方法的显著特点包括广泛的底物范围、优异的产率、短的反应时间、操作简便以及环保的水介质。
• Efficient and solvent-free synthesis of 1-amidoalkyl-2-naphthols using N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide
  作者：Ramin Ghorbani-Vaghei、Seyedeh Malaekehpour

  DOI：10.2478/s11532-010-0077-0

  日期：2010.10.1

  N,N,N,’N’ -Tetrabromobenzene-1,3-disulfonamide [TBBDA] is found to be a reusable catalyst for efficient synthesis of various amidoalkyl naphthols from β-naphthol, aromatic aldehydes and urea in good to high yields under solvent-free conditions.

  N，N，N，'N'- 四溴苯-1,3-二磺酰胺[TBBDA]是一种可重复使用的催化剂，可在溶剂下以良好或高收率由β-萘酚，芳族醛和尿素高效合成各种酰胺基烷基萘。无条件。