2-((4-methoxyphenyl)amino)-4-phenylbut-3-enenitrile | 14636-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-((4-methoxyphenyl)amino)-4-phenylbut-3-enenitrile
• 英文别名: 2-<4-Methoxy-anilino>-4-phenyl-but-3-ennitril；2-p-anisidino-4-phenyl-but-3-enenitrile；α-p-Anisidino-β-benzal-propionsaeure-nitril；α-p-Anisidino-γ-phenyl-vinylessigsaeure-nitril；2-p-Anisidino-4-phenyl-but-3-ennitril；2-(4-methoxyanilino)-4-phenylbut-3-enenitrile
• CAS: 14636-31-8
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: GPBSWYCIFMJVKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  45.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  三甲基氰硅烷 、 N-(4-Methoxyphenyl)-3-phenylpropenaldimine 在 三氯化铝 、 氯化铵 作用下， 生成 2-((4-methoxyphenyl)amino)-4-phenylbut-3-enenitrile
  参考文献：
  名称：

  Prajapati, D.; Boruah, R. C.; Sandhu, J. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 9, p. 853 - 854

  摘要：

  DOI：

文献信息

• Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples
  作者：Tang-Lin Liu、Zhao-Feng Li、Jing Tao、Qing-Hua Li、Wan-Fang Li、Qian Li、Li-Qing Ren、Yun-Gui Peng

  DOI：10.1039/c9cc08576a

  日期：——

  The direct amination of cyanohydrins with amines via a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and (S)-BINOL ligands enabled an asymmetric cyano-borrowing reaction with moderate to high enantioselectivity.

  开发了通过催化氰基借位反应将氰醇与胺直接胺化的方法。该转化具有广泛的底物范围，出色的官能团相容性以及非常温和和简单的操作。此外，由奎宁和（S）-BINOL配体负载的钛催化剂能够实现不对称的氰基-借位反应，具有中等至高的对映选择性。
• An Ecofriendly and Efficient Approach through Sodium Oxalate Catalyst for the Synthesis of Azomethines and α-Aminonitriles Ligands Employing Aqueous Medium
  作者：Bikramjit Singh、Jatinder Singh Aulakh、Baldev Singh

  DOI：10.14233/ajchem.2022.23715

  日期：——

  An ecofriendly, efficient, inorganic salt catalyzed facile method has been developed for the synthesis of potential ligands azomethines and α-aminonitriles employing aqueous medium. This procedure involves the use of Zn(CN)2 an inexpensive, less toxic as compared to KCN, ecofriendly and readily available effective cyanide source. Cyanated products specially have been isolated in high yield on usual

  开发了一种环保、高效、无机盐催化的简便方法，用于使用水介质合成潜在配体偶氮甲碱和α-氨基腈。该过程涉及使用 Zn(CN)2，与 KCN 相比，Zn(CN)2 是一种廉价、毒性较小、环保且易于获得的有效氰化物源。特别是，氰化产物已通过常规后处理程序以高产率分离出来。在甲醇和 DMF 溶剂中，评估了所有产生的化合物对某些细菌和真菌菌株的体外抗菌活性。在测试的化合物中，b和g对枯草芽孢杆菌具有最有希望的抗菌作用。此外，发现化合物a和c是对抗白色念珠菌最有效的抗真菌剂。
• Catalyst-free, facile, and an efficient synthesis of α-aminonitriles employing Zn(CN)2 as an ecofriendly cyanating agent
  作者：Sakshi Shah、Baldev Singh

  DOI：10.1016/j.tetlet.2011.10.154

  日期：2012.1

  An efficient and eco-friendly method has been developed for the synthesis of alpha-aminonitriles via one-pot three-component condensation of carbonyl compounds, amines, and Zn(CN)(2) under mild conditions. This protocol has the features of use of inexpensive, ecofriendly readily available, effective cyanide source, high yield, and simple work-up procedure. (C) 2011 Elsevier Ltd. All rights reserved.
• Suresh; Chand, Subhash; Sandhu, Jagir S., Journal of the Indian Chemical Society, 2013, vol. 90, # 6, p. 853 - 856
  作者：Suresh、Chand, Subhash、Sandhu, Jagir S.

  DOI：——

  日期：——
• v. Miller; Ploechl; Rohde, Chemische Berichte, 1892, vol. 25, p. 2057
  作者：v. Miller、Ploechl、Rohde

  DOI：——

  日期：——