2-amino-4-methyl-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile | 141987-68-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-amino-4-methyl-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile
• 英文别名: 2-amino-4-methyl-6-(phenylsulfanyl)pyridine-3,5-dicarbonitrile；2-amino-4-methyl-6-phenylsulfanylpyridine-3,5-dicarbonitrile；2-Amino-4-methyl-6-phenylsulfanyl-pyridine-3,5-dicarbonitrile
• CAS: 141987-68-0
• 化学式: C₁₄H₁₀N₄S
• 分子量: 266.326
• InChiKey: VJPDKUBIZOYTHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  1,1-dicyanopropene 在 吡啶 作用下， 生成 2-amino-4-methyl-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile
  参考文献：
  名称：

  Elnagdi, Mohamed Hilmy; Elghandour, Ahmed Hafiz Husein; Ibrahim, Mohamed Kamal Ahmed, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1992, vol. 47, # 4, p. 572 - 578

  摘要：

  DOI：

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。
• Facile and Rapid Access to Poly Functionalized Pyridine Derivatives
  作者：Pravin V. Shinde、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1002/cjoc.201190178

  日期：2011.5

  An efficient and greener protocol for the synthesis of poly functionalized pyridines using tetra‐n‐butyl ammonium fluoride (TBAF) in water is established. Remarkable advantages of the present synthetic strategy over the others are shorter reaction times, higher isolated yields, reuse of catalytic system, simple work‐up procedure and more especially its applicability to heteryl and aliphatic aldehydes

  建立了在水中使用四正丁基氟化铵（TBAF）合成多官能吡啶的高效，绿色方案。与其他方法相比，本合成策略的显着优势是反应时间更短，分离产率更高，催化体系可重复使用，后处理步骤简单，尤其是适用于杂醛和脂族醛。
• Sodium chloride: a proficient additive for the synthesis of pyridine derivatives in aqueous medium
  作者：Jitendra B. Gujar、Mahendra A. Chaudhari、Deepak S. Kawade、Murlidhar S. Shingare

  DOI：10.1016/j.tetlet.2014.10.125

  日期：2014.12

  A facile and convenient synthesis of substituted pyridine derivatives catalysed by NaCl in the presence aqueous media under reflux and ultrasound irradiation has been developed via a one-pot multicomponent reaction, in which four new bonds were formed. Particularly valuable features of this protocol including mild conditions, simple execution, broad substrate scope and good yields of products make

  通过一锅多组分反应，在一个含水的介质中，在回流和超声辐射下，在水介质中，NaCl催化的取代吡啶衍生物的便捷合成已经得到了发展，其中形成了四个新的键。该方案特别有价值的特征包括温和的条件，简单的执行，广泛的底物范围和良好的产物收率，使其成为构建吡啶骨架的有效且有前途的合成策略。
• One-step, three-component synthesis of highly substituted pyridines using silica nanoparticle as reusable catalyst
  作者：Subhash Banerjee、Grigoriy Sereda

  DOI：10.1016/j.tetlet.2009.09.137

  日期：2009.12

  One-step synthesis of ‘privileged medicinal scaffolds’, 2-amino-3,5-dicarbonitrile- 6-sulfanylpyridines, has been demonstrated via a multicomponent reaction of aldehydes, malononitrile, and thiols using silica nanoparticle (NP) as catalysts. The silica NP catalysts are very mild (nearly neutral in nature), effective, environmentally benign, and retain most of their activities after being reused for

  通过使用二氧化硅纳米颗粒（NP）作为催化剂的醛，丙二腈和硫醇的多组分反应，已证明了“特权药物支架” 2-氨基-3,5-二甲腈-6-磺酰氨吡啶的一步合成。二氧化硅NP催化剂非常温和（本质上几乎是中性的），有效，对环境无害，并且在重复使用3次后仍保留了大部分活性。
• Unique role of 2-hydroxyethylammonium acetate as an ionic liquid in the synthesis of Fe3O4 magnetic nanoparticles and preparation of pyridine derivatives in the presence of a new magnetically recyclable heterogeneous catalyst
  作者：Sara Sobhani、Fatemeh Nasseri、Farzaneh Zarifi

  DOI：10.1007/s13738-018-1460-6

  日期：2018.12

  environmentally friendly synthesis of Fe3O4 nanoparticles by a co-precipitation method. The synthesized Fe3O4 nanoparticles were used as solid material for supporting 2-HEAA (Fe3O4-2-HEAA). The newly prepared Fe3O4-2-HEAA was characterized by TEM, XRD, FT-IR, TGA and elemental analysis and successfully applied as a magnetically recyclable heterogeneous catalyst for the efficient one-pot, three-component synthesis

  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