3-氯-N,N-二乙基-2,6-二硝基-4-(三氟甲基)苯胺 | 36438-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-氯-N,N-二乙基-2,6-二硝基-4-(三氟甲基)苯胺
• 英文名称: N,N-Diethyl-3-chloro-2,6-dinitro-4-trifluoromethylanilin
• 英文别名: 2-Chloro-4-diethylamino-3,5-dinitrotrifluoromethylbenzene；N,n-diethyl-3-chloro-2,6-dinitro-4-trifluoromethylaniline；2,4-dinitro-3-diethylamino-6-trifluoromethylchlorobenzene；4-trifluoromethyl-2,6-dinitro-3-chloro-N,N-diethylaniline；3-chloro-N,N-diethyl-2,6-dinitro-4-trifluoromethylaniline；2-chloro-4-diethylamino-3,5-dinitrobenzotrifluoride；Benzenamine, 3-chloro-N,N-diethyl-2,6-dinitro-4-(trifluoromethyl)-；3-chloro-N,N-diethyl-2,6-dinitro-4-(trifluoromethyl)aniline
• CAS: 36438-51-4
• 化学式: C₁₁H₁₁ClF₃N₃O₄
• 分子量: 341.674
• InChiKey: USJZRMMIXCKQRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  3-氯-N,N-二乙基-2,6-二硝基-4-(三氟甲基)苯胺 在 氨 作用下， 以 1,4-二氧六环 为溶剂， 反应 40.0h， 生成 氨氟灵
  参考文献：
  名称：

  Synthesis and evaluation of oryzalin analogs against Toxoplasma gondii

  摘要：

  The synthesis and evaluation of 20 dinitroanilines and related compounds against the obligate intracellular parasite Toxoplasma gondii is reported. Using in vitro cultures of parasites in human fibroblasts, we determined that most of these compounds selectively disrupted Toxoplasma microtubules, and several displayed sub-micromolar potency against the parasite. The most potent compound was N(1),N(1)-dipropyl-2,6-dinitro-4-(trifluoromethyl)-1,3-benzenediamine (18b), which displayed an IC(50) value of 36 nM against intracellular T. gondii. Based on these data and another recent report [Ma, C.; Tran, J.; Gu, F.; Ochoa, R.; Li, C.; Sept, D.; Werbovetz, K.; Morrissette, N. Antimicrob. Agents Chemother. 2010, 54, 1453], an antimitotic structure-activity relationship for dinitroanilines versus Toxoplasma is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.003
• 作为产物：
  描述：

  2,4-二氯-3,5-二硝基三氟甲苯 、 二乙胺 以 乙醇 为溶剂， 以to give the product melting at 35° - 36°C.的产率得到3-氯-N,N-二乙基-2,6-二硝基-4-(三氟甲基)苯胺
  参考文献：
  名称：

  3-Halo-2,6-dinitro-4-trifluoromethylaniline

  摘要：

  3-卤代-2,6-二硝基-4-三氟甲基苯胺，氮原子上带有碳氢化合物取代基。碳氢化合物取代基可以是烷基，烯基，炔基或杂环基的一部分。这些化合物特别适用于制备除草剂二硝基-1,3-苯二胺的中间体。

  公开号：

  US03966816A1

文献信息

• Fungicidal 3-amino-6-trifluoromethyl-2,4-dinitrodiphenylethers
  申请人：GAF Corporation

  公开号：US04105797A1

  公开（公告）日：1978-08-08

  Fungicidal 3-amino-6-trifluoromethyl-2,4-dinitrodiphenylethers having the formula: ##STR1## where R is H or lower alkyl, X is halogen, n is 0, 1, 2 or 3, and R.sub.1 and R.sub.2 are selected from H and lower alkyl, or form a piperidinyl, morpholinyl, or pyrrolidinyl ring structure, Are prepared by two-step process involving reaction of 2,4-dichloro-3,5-dinitrotrifluoromethylbenzene with an amine, and condensation of the intermediate with a phenol. The compounds of the invention show good fungicidal activity against bean mildew, bean rust and tomato blight, and insecticidal activity against Mexican bean beetle.

  具有以下结构的杀真菌3-氨基-6-三氟甲基-2,4-二硝基二苯醚：其中R为H或较低的烷基，X为卤素，n为0、1、2或3，R.sub.1和R.sub.2选自H和较低的烷基，或形成哌啶基、吗啉基或吡咯啉基环结构，通过涉及2,4-二氯-3,5-二硝基三氟甲基苯与胺反应，以及中间体与酚缩合的两步过程制备。该发明的化合物对豆类霉病、豆锈病和番茄疫病表现出良好的杀真菌活性，并对墨西哥豆甲虫具有杀虫活性。
• Dinitroanilines for the control of phytopathogens
  申请人：Eli Lilly and Company

  公开号：US04091096A1

  公开（公告）日：1978-05-23

  It has been discovered that fungal foliar phytopathogens may be controlled by the use of a broad class of 2,6-dinitroanilines. The fungicidally-effective compounds may bear a broad range of substituent groups on the anilino nitrogen and in the 3- and 4-positions of the benzene ring.

  已经发现，真菌叶片植物病原体可以通过使用广泛的2,6-二硝基苯胺类控制。这些具有杀菌作用的化合物可以在苯胺氮和苯环的3-和4-位置上带有广泛的取代基。
• 3-Cyanoalkylthio- or 3-alkoxycarbonylmethylthio-2,6-di-nitroanilines
  申请人：Eli Lilly and Company

  公开号：US04045466A1

  公开（公告）日：1977-08-30

  A new class of 2,6-dinitroanilines bearing a cyanoalkylthio or alkoxycarbonylmethylthio group in the 3-position is disclosed. The new compounds possess activity against Plasmopara viticola, the causative organism of grape downy mildew.

  一种新的2,6-二硝基苯胺类化合物被发现，其在3-位带有氰基烷硫基或烷氧羰基甲硫基取代基。这些新化合物对于葡萄霜霉病的病原体——葡萄霜霉菌具有活性。
• 3-Halo-2,6-dinitro-4-trifluoromethylanilines
  申请人：United States Borax & Chemical Corporation

  公开号：US04046758A1

  公开（公告）日：1977-09-06

  3-Halo-2,6-dinitro-4-trifluoromethylanilines having hydrocarbon substituents on the nitrogen atom. The hydrocarbon substituents can be alkyl, alkenyl, alkynyl or a portion of a heterocyclic group. The compounds are especially useful as intermediates for preparing herbicidal dinitro-1,3-phenylenediamines.

  具有氮原子上的碳氢取代基的3-卤代-2,6-二硝基-4-三氟甲基苯胺。碳氢取代基可以是烷基，烯基，炔基或杂环基的一部分。该化合物特别适用于制备除草剂二硝基-1,3-苯二胺的中间体。
• Herbicidal-N-(3-amino-2,4-dinitro-6-trifluoromethylphenyl)-pyrrolidones
  申请人：GAF Corporation

  公开号：US04087270A1

  公开（公告）日：1978-05-02

  The present invention provides herbicidal-N-(3-amino 2,4-dinitro-6-trifluoromethylphenyl)-pyrrolidones having the formula: ##STR1## where X is oxygen or sulfur, and R, R.sub.1 and R.sub.2 are selected from among H or lower alkyl, of up to 4 carbon atoms. The compounds of this invention are prepared by reacting a 2,4-dihalo-3,5-dinitrobenzotrifluoride with an amine, followed by condensation of the amino intermediate with the alkali metal salt of a pyrrolidone. The N-(substituted-phenyl)-pyrrolidones described herein show good herbicidal activity, particularly pre-emergence activity against Japanese millet and crabgrass.

  本发明提供具有以下结构式的除草-N-(3-氨基2,4-二硝基-6-三氟甲基苯基)-吡咯烷酮：##STR1## 其中X是氧或硫，R、R.sub.1和R.sub.2从H或低碳链烷基中选取，碳原子数不超过4。本发明的化合物是通过将2,4-二卤-3,5-二硝基苯三氟甲基乙酰胺与胺反应，然后将氨基中间体与吡咯烷酮的碱金属盐缩合得到的。本文所描述的N-(取代苯基)-吡咯烷酮表现出良好的除草活性，特别是对日本稷和狗尾草的预出苗活性。