2-amino-4-phenyl-6-(n-butylsulfanyl)pyridine-3,5-dicarbonitrile | 933919-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-4-phenyl-6-(n-butylsulfanyl)pyridine-3,5-dicarbonitrile
• 英文别名: 2-Amino-4-phenyl-6-(n-butylsulfanyl)-pyridine-3,5-dicarbonitrile；2-amino-6-butylsulfanyl-4-phenylpyridine-3,5-dicarbonitrile
• CAS: 933919-15-4
• 化学式: C₁₇H₁₆N₄S
• 分子量: 308.407
• InChiKey: XDHNMABLRMCMFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁硫醇 、 苯甲醛 、 丙二腈 在 2-hydroxyethylammonium acetate supported on Fe₃O₄ magnetic nanoparticles 作用下， 以 neat (no solvent) 为溶剂， 反应 0.17h， 以80%的产率得到2-amino-4-phenyl-6-(n-butylsulfanyl)pyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  在新型可磁循环利用的非均相催化剂的存在下，乙酸2-羟乙基铵作为离子液体在Fe 3 O 4磁性纳米颗粒的合成和吡啶衍生物的制备中的独特作用

  摘要：

  摘要本文采用乙酸2-羟乙基铵（2-HEAA）作为第一种功能化离子液体，通过共沉淀法轻松，经济和环保地合成Fe 3 O 4纳米粒子。合成的Fe 3 O 4纳米颗粒用作支撑2-HEAA（Fe 3 O 4 -2-HEAA）的固体材料。新制备的Fe 3 O 4通过TEM，XRD，FT-IR，TGA和元素分析对-2-HEAA进行了表征，并成功地将其用作可磁循环的多相催化剂，用于高效地一锅，三组分合成2-氨基-3,5-二甲腈- 6-硫代吡啶。催化剂很容易被外磁体分离，并重复使用至少五次而活性没有明显降低。 图形概要

  DOI：

  10.1007/s13738-018-1460-6

文献信息

• 2-Hydroxyethylammonium acetate: A reusable task-specific ionic liquid promoting one-pot, three-component synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines
  作者：Sara Sobhani、Moones Honarmand

  DOI：10.1016/j.crci.2012.10.011

  日期：2013.3

  Abstract 2-Hydroxyethylammonium acetate (2-HEAA) as a task-specific ionic liquid, efficiently promotes one-pot three-component reaction of aryl/heteroaryl/alkyl aldehydes with aryl/alkyl thiols and malononitrile at room temperature. This protocol offers several advantages such as using a reusable and cost-effective ionic liquid, being amenable to scale-up and produces the corresponding 2-amino-3,5

  摘要 2-羟基乙基乙酸铵（2-HEAA）作为一种任务特异性离子液体，在室温下可有效促进芳基/杂芳基/烷基醛与芳基/烷基硫醇和丙二腈的一锅三组分反应。该协议提供了几个优点，例如使用可重复使用且具有成本效益的离子液体，易于放大并在短时间内（5 分钟）生产相应的 2-amino-3,5-dicarbonitrile-6-thio-pyridines ) 并且收益良好。
• Synthesis of Highly Substituted Pyridines via a One-Pot, Three-Component Cascade Reaction of Malononitrile with Aldehydes and S-Alkylisothiouronium Salts in Water
  作者：Ze-mei Ge、Run-tao Li、Zhong-qing Wang、Tie-ming Cheng

  DOI：10.1055/s-0029-1217529

  日期：2009.7

  2-amino-4-aryl(alkyl)-6-sulfanyl pyridine-3,5-dicarbonitriles via a one-pot, three-component reaction of structurally diversified aldehydes with various S-alkylisothiouronium salts and malononitrile in water has been developed. Utilization of S-alkylisothiouronium salts as thiol equivalents greatly broadens the application of the current method, and also makes the reaction more environmentally friendly

  通过结构多样化的醛与各种 S-烷基异硫脲盐和丙二腈的一锅三组分反应合成 2-氨基-4-芳基（烷基）-6-硫烷基吡啶-3,5-二甲腈的新方法在水中已经开发。S-烷基异硫脲鎓盐作为硫醇等价物的利用极大地拓宽了现有方法的应用范围，也使反应更加环保。
• Ionic liquid immobilized on γ-Fe2O3 nanoparticles: A new magnetically recyclable heterogeneous catalyst for one-pot three-component synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines
  作者：Sara Sobhani、Moones Honarmand

  DOI：10.1016/j.apcata.2013.08.006

  日期：2013.10

  2-Hydroxyethylammonium sulphonate immobilized on gamma-Fe2O3 nanoparticles (gamma-Fe2O3-2-HEAS) was synthesized as a new supported ionic liquid by the reaction of n-butylsulfonated gamma-Fe2O3 with ethanolamine. It was used as a magnetically recyclable heterogeneous catalyst for the efficient one-pot, three-component synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines. The catalyst was easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused at least five times without significant degradation in the activity. (C) 2013 Elsevier B.V. All rights reserved.
• WEB (water extract of banana): An efficient natural base for one-pot multi-component synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines
  作者：Alireza Allahi、Batool Akhlaghinia

  DOI：10.1080/10426507.2020.1835905

  日期：2021.3.4

  One-pot multi-component synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines derivatives using WEB (water extract of banana peels ash) as a green catalyst is described. A variety of aromatic aldehydes (with electron-donating and electron-withdrawing groups) in conjunction with aromatic and aliphatic thiols are known to tolerate this reaction condition using WEB. The reaction has simple work up procedure without using toxic solvents.