6-chloro-N-butyl-3-nitropyridin-2-amine | 1094235-54-7

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6-chloro-N-butyl-3-nitropyridin-2-amine
• 英文别名: N-butyl-6-chloro-3-nitropyridin-2-amine
• CAS: 1094235-54-7
• 化学式: C₉H₁₂ClN₃O₂
• 分子量: 229.666
• InChiKey: CQSDJZYSUMMIDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-N-butyl-3-nitropyridin-2-amine 在 盐酸 、 platinum on carbon 、 氢气 、 次磷酸 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 3.5h， 生成 1-[6-chloro-2-(butylamino)pyridin-3-yl]urea
  参考文献：
  名称：

  Preparation of 2-Aminopyridoimidazoles and 2-Aminobenzimidazoles via Phosphorus Oxychloride-Mediated Cyclization of Aminoureas

  摘要：

  The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.

  DOI：

  10.1021/jo500360k
• 作为产物：
  描述：

  2,6-二氯-3-硝基吡啶 、 正丁胺 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以5.5 g的产率得到6-chloro-N-butyl-3-nitropyridin-2-amine
  参考文献：
  名称：

  二氯烯丙醚类化合物及其制备方法与应用

  摘要：

  本发明公开了式(I)所示的二氯烯丙醚类化合物及其制备方法与应用。式中Q、R1、R2、R3、R4、R5、R6、R7、n、X、Y、Z具有说明书中所给定义。本发明式(I)化合物具有杀虫和/或杀螨、杀菌生物活性，尤其是对粘虫、小菜蛾等害虫具有很高的活性。

  公开号：

  CN105254558A

文献信息

• 二氯烯丙醚类化合物及其制备方法与应用
  申请人：湖南化工研究院有限公司

  公开号：CN105254558A

  公开（公告）日：2016-01-20

  本发明公开了式(I)所示的二氯烯丙醚类化合物及其制备方法与应用。式中Q、R1、R2、R3、R4、R5、R6、R7、n、X、Y、Z具有说明书中所给定义。本发明式(I)化合物具有杀虫和/或杀螨、杀菌生物活性，尤其是对粘虫、小菜蛾等害虫具有很高的活性。
• Synthesis and Insecticidal Activity of Novel Nitropyridyl-Based Dichloropropene Ethers
  作者：Aiping Liu、Wanqi Yu、Minhua Liu、Jianjun Bai、Weidong Liu、Xingping Liu、Hui Pei、Li Hu、Mingzhi Huang、Xiaoguang Wang

  DOI：10.1021/acs.jafc.5b02279

  日期：2015.9.2

  Dihalopropene ether insecticides are known for good features such as no cross-resistance to other insecticide classes and safety for mammals. Pyridalyl is the only currently commercialized dichloropropene ether insecticide; however, it contains a trifluoromethyl group, the synthesis of which requires harsh reagents and reaction conditions. To search for novel dihalopropene ethers with unique biological activities but without trifluoromethyl groups, a series of nitropyridyl-based dichloropropene ether analogues were synthesized by reacting nitro-based halopyridine with 2,6-dichloro-4-(3,3-dichloroallyloxy)phenol or 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-hydroxypropyl ether. Bioassay showed that the compounds exhibited potent insecticidal activities against various lepidopteran pests. Particularly, 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-(5-nitro-2-pyridyloxy)propyl ether (8e) was active against major agricultural pests, and its insecticidal potency was comparable to that of Pyridalyl. Besides the trifluoromethyl group in Pyridalyl, a nitro group on the 5-position of the pyridyl ring is also viable for the development of optimal insecticidal activity.
• Preparation of 2-Aminopyridoimidazoles and 2-Aminobenzimidazoles via Phosphorus Oxychloride-Mediated Cyclization of Aminoureas
  作者：Rebecca E. Deasy、Catherine N. Slattery、Anita R. Maguire、Douglas P. Kjell、Mai Khanh N. Hawk、Jung Min Joo、Rui Lin Gu、Humphrey Moynihan

  DOI：10.1021/jo500360k

  日期：2014.4.18

  The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.