2,3,5-trichloro-6-(2,6-dichloro-4-(trifluoromethyl)phenylamino)terephthalonitrile | 1416421-46-9

• 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: 2,3,5-trichloro-6-(2,6-dichloro-4-(trifluoromethyl)phenylamino)terephthalonitrile
• 英文别名: 2,3,5-Trichloro-6-[2,6-dichloro-4-(trifluoromethyl)anilino]benzene-1,4-dicarbonitrile；2,3,5-trichloro-6-[2,6-dichloro-4-(trifluoromethyl)anilino]benzene-1,4-dicarbonitrile
• CAS: 1416421-46-9
• 化学式: C₁₅H₃Cl₅F₃N₃
• 分子量: 459.469
• InChiKey: QHVBESQQIKOZMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  26
• 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：
  59.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  四氯对苯二甲腈 、 2,6-二氯-4-三氟甲基苯胺 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 以55%的产率得到2,3,5-trichloro-6-(2,6-dichloro-4-(trifluoromethyl)phenylamino)terephthalonitrile
  参考文献：
  名称：

  Synthesis and fungicidal activity of fluorine-containing chlorothalonil derivatives

  摘要：

  Fourteen new fluorine-containing chlorothalonil derivatives were synthesized by using intermediate derivatization method (IDM) in order to discover novel antifungal compounds for controlling corn rust. The structures of synthesized compounds were confirmed by H-1 NMR, C-13 NMR, F-19 NMR, elemental analysis, HRMS and X-ray. The bioassay results indicated that compound 2,4,5-trichloro-6-(2,6-dichloro-4-[trifluoromethyl]phenylamino)isophthalonitrile (3j, R-n is 2,6-Cl2-4-CF3) had the optimal structure with best fungicidal activity against corn rust (98%, 70% controls) at 25 and 6.25 mg/L concentration, respectively, much better than chlorothalonil and fluazinam, highlighting the importance of trifluoromethyl group on 4-position of benzene ring. The structure-activity relationship of the synthesized compounds was discussed as well. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.01.006

文献信息

• SUBSTITUTED CYANOANILINE COMPOUNDS, PREPARATION AND USE THEREOF
  申请人：Liu Changling

  公开号：US20140213598A1

  公开（公告）日：2014-07-31

  Disclosed is a substituted cyanoaniline compound or a salt thereof, wherein the compound has a structure represented by General Formula I. The compound of General Formula I has broad-spectrum fungicidal activity in the field of agriculture and effectively prevents against a variety of pathogens such as cucumber downy mildew, wheat powdery mildew, maize rust disease, rice blast and cucumber gray mold. In particular, even at a low dose, the compound effectively prevents and treats rice blast, cucumber gray mold, maize rust disease and cucumber downy mildew. Moreover, the raw materials for preparing the compounds are widely available and the synthesis method therefor is simple and convenient.

  揭示了一种取代的氰基苯胺化合物或其盐，其中该化合物具有由一般式I表示的结构。一般式I的化合物在农业领域具有广谱杀菌活性，并有效预防多种病原体，如黄瓜霜霉病、小麦白粉病、玉米锈病、稻瘟病和黄瓜灰霉病。特别是，即使在低剂量下，该化合物也能有效预防和治疗稻瘟病、黄瓜灰霉病、玉米锈病和黄瓜霜霉病。此外，用于制备这些化合物的原材料广泛可得，其合成方法简单方便。
• [EN] SUBSTITUTED CYANOANILINE COMPOUNDS, PREPARATION AND USE THEREOF<br/>[FR] COMPOSÉS DE CYANOANILINE SUBSTITUÉS, LEUR PRÉPARATION ET LEUR UTILISATION
  申请人：SINOCHEM CORP

  公开号：WO2012171484A1

  公开（公告）日：2012-12-20

  一种取代氰基苯胺类化合物或其盐，化合物结构如通式I所示：通式I化合物在农业领域中具有光谱的杀菌活性，对黄瓜霜霉病、小麦白粉病、玉米锈病、稻瘟病、黄瓜灰霉病等多种病菌都有很好的防效。特别地，对稻瘟病、黄瓜灰霉病、玉米锈病和黄瓜霜霉病，在较低剂量下仍具有很好的防治效果。而且制备该类化合物的原料易得，合成方法简便。
• US8937072B2
  申请人：——

  公开号：US8937072B2

  公开（公告）日：2015-01-20
• Synthesis and fungicidal activity of fluorine-containing chlorothalonil derivatives
  作者：Aiying Guan、Changling Liu、Guang Huang、Huichao Li、Shulin Hao、Ying Xu、Yong Xie、Zhinian Li

  DOI：10.1016/j.jfluchem.2014.01.006

  日期：2014.4

  Fourteen new fluorine-containing chlorothalonil derivatives were synthesized by using intermediate derivatization method (IDM) in order to discover novel antifungal compounds for controlling corn rust. The structures of synthesized compounds were confirmed by H-1 NMR, C-13 NMR, F-19 NMR, elemental analysis, HRMS and X-ray. The bioassay results indicated that compound 2,4,5-trichloro-6-(2,6-dichloro-4-[trifluoromethyl]phenylamino)isophthalonitrile (3j, R-n is 2,6-Cl2-4-CF3) had the optimal structure with best fungicidal activity against corn rust (98%, 70% controls) at 25 and 6.25 mg/L concentration, respectively, much better than chlorothalonil and fluazinam, highlighting the importance of trifluoromethyl group on 4-position of benzene ring. The structure-activity relationship of the synthesized compounds was discussed as well. (C) 2014 Elsevier B.V. All rights reserved.