2-[[4-Chloro-2-(trifluoromethyl)phenyl]methylidene]propanedinitrile | 771570-05-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[[4-Chloro-2-(trifluoromethyl)phenyl]methylidene]propanedinitrile
• CAS: 771570-05-9
• 化学式: C₁₁H₄ClF₃N₂
• 分子量: 256.614
• InChiKey: QQMIJDRDHKBPHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[[4-Chloro-2-(trifluoromethyl)phenyl]methylidene]propanedinitrile 、 ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.03h， 以83%的产率得到ethyl 6-amino-4-(4-chloro-2-(trifluoromethyl)phenyl)-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate
  参考文献：
  名称：

  One-pot synthesis of polyfunctionalized 4H-pyran derivatives bearing fluorochloro pyridyl moiety

  摘要：

  Polyfunctionalized 4H-pyran derivatives bearing fluorochloro pyridyl moiety were readily prepared in high yields via one-pot multicomponent reaction catalyzed by piperidine. This present protocol provides an efficient synthetic route to the target compounds with the characteristics of short reaction time, high yield, and easy separation of the products. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.065
• 作为产物：
  描述：

  4-氯-2-(三氟甲基)苯甲醛 、 丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 2-[[4-Chloro-2-(trifluoromethyl)phenyl]methylidene]propanedinitrile
  参考文献：
  名称：

  Designing Tetrahydroimidazo[1,2-a]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation

  摘要：

  A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids (Aphis craccivora), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.

  DOI：

  10.1021/jf100645y

文献信息

• Design, Multicomponent Synthesis, and Bioactivities of Novel Neonicotinoid Analogues with 1,4-Dihydropyridine Scaffold
  作者：Wenwen Zhang、Xiaobao Yang、Weidong Chen、Xiaoyong Xu、Lu Li、Hongbin Zhai、Zhong Li

  DOI：10.1021/jf902034z

  日期：2010.3.10

  Novel neonicotinoid analogues bearing a 1,4-dihydropridine scaffold were designed and synthesized by multicomponent reactions (MCRs) to enhance pi-pi stacking. The synthesized compounds were identified by H-1 NMR, C-13 NMR, high-resolution mass spectroscopy, and elemental analysis. Bioassay tests showed that some of them exhibited high insecticidal activities against pea aphid (Aphis craccivora).