N-(4-methoxybenzyl)benzamidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxybenzyl)benzamidine
• 英文别名: N'-[(4-methoxyphenyl)methyl]benzenecarboximidamide
• 化学式: C₁₅H₁₆N₂O
• mdl: MFCD19447425
• 分子量: 240.305
• InChiKey: XFAJMMKVSZEITC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-methoxybenzyl)benzamidine 在 氧气 、 copper(l) chloride 作用下， 以 二甲基亚砜 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 15.0h， 以80%的产率得到2-(4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine
  参考文献：
  名称：

  A novel straightforward synthesis of 2,4,6-triaryl-1,3,5-triazines via copper-catalyzed cyclization of N-benzylbenzamidines

  摘要：

  DOI：

  10.1016/j.tetlet.2014.10.091
• 作为产物：
  描述：

  苯甲腈 、 4-甲氧基苄胺 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以82%的产率得到N-(4-methoxybenzyl)benzamidine
  参考文献：
  名称：

  A novel straightforward synthesis of 2,4,6-triaryl-1,3,5-triazines via copper-catalyzed cyclization of N-benzylbenzamidines

  摘要：

  DOI：

  10.1016/j.tetlet.2014.10.091

文献信息

• Methyl esters of 2-aminotetrahydrobenzothiophene-3-carboxylic acids decorated with trifluoromethyl-containing heterocycles
  作者：V. B. Sokolov、A. Yu. Aksinenko、O. A. Dranyi、V. V. Grigoriev

  DOI：10.1007/s11172-018-2365-3

  日期：2018.12

  Methyl 2-aminothiophene-3-carboxylates were modified with trifluoromethyl-containing five-membered heterocycles by cyclocondensation of methyl trifluoropyruvate N-thiophen-2-ylimines with 1,3-N,N-binucleophiles (2-aminothiazoline and benzamidines) to obtain the corresponding 5-oxo-6-trifluoromethyl-2,3,5,6-tetrahydroimidazoles and 5-oxo-2-phenyl-4-trifluoromethyl-4,5-dihydro-1H-imidazoles. Radioligand

  通过三氟丙酮酸甲酯 N-噻吩-2-亚胺与 1,3-N,N-双亲核试剂（2-氨基噻唑啉和苯甲脒）的环缩合，用含三氟甲基的五元杂环修饰 2-氨基噻吩-3-羧酸甲酯，得到相应的 5-oxo-6-trifluoromethyl-2,3,5,6-四氢咪唑和 5-oxo-2-phenyl-4-trifluoromethyl-4,5-dihydro-1H-imidazoles。放射性配体结合用于研究合成化合物对神经元 NMDA 受体的影响。
• Synthesis of Fully Substituted 5-(<i>o</i>-Hydroxybenzoyl)imidazoles via Iodine-Promoted Domino Reaction of Aurones with Amidines
  作者：Hui Xu、Hong Chen、Xiao Hu、Guang Xuan、Pinhua Li、Ze Zhang

  DOI：10.1021/acs.joc.2c01680

  日期：2022.12.16

  The reaction proceeds in a consecutive manner containing Michael addition, iodination, cyclization from intramolecular nucleophilic substitution, and dehydrogenative aromatization from spiro ring opening. Following this novel strategy, a variety of 1,2,4-trisubstituted 5-(o-hydroxybenzoyl)imidazoles were efficiently synthesized in moderate to good yields from readily available starting materials. A plausible

  已成功探索了碘促进的呫酮与脒的多米诺反应。该反应以连续的方式进行，包括迈克尔加成、碘化、分子内亲核取代的环化和螺环开环的脱氢芳构化。遵循这一新策略，各种 1,2,4-三取代的 5-( o-羟基苯甲酰基)咪唑从容易获得的起始材料中以中等到良好的收率有效合成。已经提出了一种合理的机制。
• Base-promoted formal [4 + 1+1] annulation of aldehyde, N -benzyl amidine and DMSO toward 2,4,6-triaryl pyrimidines
  作者：Jin Yuan、Jingbo Li、Bingbing Wang、Song Sun、Jiang Cheng

  DOI：10.1016/j.tetlet.2017.11.020

  日期：2017.12

  A base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO was developed, leading to a series of 2,4,6-triaryl pyrimidines in moderate to good yields. Notably, DMSO served as a methine source, which was activated by base rather than either Lewis acid or electrophile. Molecular O-2 was the sole eco-friendly oxidant during this procedure. (C) 2017 Published by Elsevier Ltd.
• A novel straightforward synthesis of 2,4,6-triaryl-1,3,5-triazines via copper-catalyzed cyclization of N-benzylbenzamidines
  作者：Pradip Debnath、K.C. Majumdar

  DOI：10.1016/j.tetlet.2014.10.091

  日期：2014.12