4-pyridinemethylmalononitrile | 771559-41-2

• 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: 4-pyridinemethylmalononitrile
• 英文别名: 2-(Pyridin-4-ylmethyl)propanedinitrile
• CAS: 771559-41-2
• 化学式: C₉H₇N₃
• mdl: MFCD06214974
• 分子量: 157.175
• InChiKey: FDSBPSTZRNGGKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-pyridinylmethylenepropanedinitrile 在 sodium tetrahydroborate 、 zinc(II) oxide 作用下， 生成 4-pyridinemethylmalononitrile
  参考文献：
  名称：

  纳米ZnO用于Knoevenagel缩合和还原共轭烯烃中的碳，碳双键

  摘要：

  新型高效，环保的纳米ZnO催化剂用于Knoevenagel缩合反应，并在室温下在无溶剂的情况下还原CC双键。

  DOI：

  10.1002/hlca.200890072

文献信息

• Monosubstituted Malononitriles: Efficient One-Pot Reductive Alkylations of Malononitrile with Aromatic Aldehydes
  作者：Robert Sammelson、Fariba Tayyari、Dwight Wood、Phillip Fanwick

  DOI：10.1055/s-2007-990945

  日期：2008.1

  been developed for the reductive alkylation of malononitrile with aromatic aldehydes. This new procedure has vastly improved the yield and efficiency of the process, and increased the scope of the aromatic aldehydes. Incorporating water as the catalyst in ethanol for the condensation step allows stoichiometric amounts of malononitrile and aldehyde to be employed. The reduction step takes place quickly

  已经开发了一种强大的新一锅法，用于丙二腈与芳香醛的还原烷基化。这种新工艺极大地提高了工艺的产率和效率，并扩大了芳香醛的范围。在缩合步骤的乙醇中加入水作为催化剂允许使用化学计量的丙二腈和醛。还原步骤用硼氢化钠快速有效地进行，通过过滤或萃取得到单取代的丙二腈。2-喹啉甲醛的产物迅速重排为新的中氮茚，而单取代衍生物的烷基化提供了不重排的不对称二取代丙二腈。
• An Efficient Green Multi-Component Reaction Strategy for the Synthesis of Highly Functionalised Pyridines and Evaluation of Their Antibacterial Activities
  作者：Lakkireddy Srinivasula Reddy、Tirumalareddy Ram Reddy、Reddy Bodireddy Mohan、Avula Mahesh、Yeramanchi Lingappa、Nallagondu Chinna Gangi Reddy

  DOI：10.1248/cpb.c13-00412

  日期：——

  An efficient green multi-component reaction (MCR) method has been developed for the synthesis of 2-amino-4-aryl/heteroaryl-6-(pyridin-2-ylthio)pyridine-3,5-dicarbonitrile(s) via a 3-component reaction of aryl aldehyde(s), malononitrile and 2-mercaptopyridine in the presence of K2CO3 under solvent free reaction conditions (SFRC) using grinding technique at room temperature in a single step. The advantages of the present protocol is operationally simple, environmentally benign, solvent-free reaction conditions (SFRC), simple work up, excellent isolated yields of desired products and viable method for large scale applications in pharmaceutical industry. Interestingly, the synthesized compounds showed moderate to excellent antibacterial activities against Gram-positive and Gram-negative bacterial strains.

  在无溶剂反应条件（SFRC）下，采用研磨技术，在室温下通过芳基醛、丙二腈和 2-巯基吡啶的 3 组分反应，一步合成 2-氨基-4-芳基/异芳基-6-(吡啶-2-基硫基)吡啶-3,5-二甲腈。本方案的优点是操作简单、对环境无害、无溶剂反应条件（SFRC）、操作简单、所需产物的分离产率极高，而且是制药业大规模应用的可行方法。有趣的是，合成的化合物对革兰氏阳性和革兰氏阴性细菌菌株显示出中等到卓越的抗菌活性。