2-(2'-nitrobenzylidene)-N'-nitrohydrazinecarboximidamide | 5347-98-8

• 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-(2'-nitrobenzylidene)-N'-nitrohydrazinecarboximidamide
• 英文别名: 2-(2'-nitrobenzylidene)-N'-nitrohydrozinecarboximidamide；2-Nitro-1-[(2-nitrophenyl)methylideneamino]guanidine；2-nitro-1-[(2-nitrophenyl)methylideneamino]guanidine
• CAS: 5347-98-8
• 化学式: C₈H₈N₆O₄
• 分子量: 252.189
• InChiKey: BZOIYLYLHFBJGR-UHFFFAOYSA-N

物化性质

• 沸点：
  428.7±47.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  154
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2'-nitrobenzylidene)-N'-nitrohydrazinecarboximidamide 、 1-碘代丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-(2'-nitrobenzylidene)-N-propyl-N'-nitrohydrazinecarboximidamide
  参考文献：
  名称：

  HYDROCARBYLIDENE NITROHYDROZINECARBOXIMIDAMIDES AND A METHOD FOR MAKING THE SAME, AS WELL AS THEIR USES AS AN INSECTICIDE

  摘要：

  本发明公开了羟基甲烷基亚硝基羟肼羧酰胺及其用途，以及制备该化合物的方法。所述化合物的结构通式如式I所示，其中，R1为C1-C10饱和和/或不饱和脂肪烃基、苄基、取代苄基、卤代吡啶基、卤代噻唑基甲基、四氢呋喃基甲基或噁唑基甲基；R2为氢、C1-C5饱和和/或不饱和脂肪烃基、苯基、取代苯基、吡啶基或取代吡啶基；R3为氢、C1-C10饱和和/或不饱和脂肪烃基、呋喃基、苯基、取代苯基、苄基或取代苄基。杀虫活性测试显示，式(I)所示的羟基甲烷基亚硝基羟肼羧酰胺对植物害虫（如蚜虫、植食性跳蚤、棉铃虫、天冬毛虫等）具有很高的预防效果，并可用作植物杀虫剂。

  公开号：

  US20110306639A1
• 作为产物：
  描述：

  邻硝基苯甲醛 、 1-氨基-3-硝基胍 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以75%的产率得到2-(2'-nitrobenzylidene)-N'-nitrohydrazinecarboximidamide
  参考文献：
  名称：

  HYDROCARBYLIDENE NITROHYDROZINECARBOXIMIDAMIDES AND A METHOD FOR MAKING THE SAME, AS WELL AS THEIR USES AS AN INSECTICIDE

  摘要：

  本发明公开了羟基甲烷基亚硝基羟肼羧酰胺及其用途，以及制备该化合物的方法。所述化合物的结构通式如式I所示，其中，R1为C1-C10饱和和/或不饱和脂肪烃基、苄基、取代苄基、卤代吡啶基、卤代噻唑基甲基、四氢呋喃基甲基或噁唑基甲基；R2为氢、C1-C5饱和和/或不饱和脂肪烃基、苯基、取代苯基、吡啶基或取代吡啶基；R3为氢、C1-C10饱和和/或不饱和脂肪烃基、呋喃基、苯基、取代苯基、苄基或取代苄基。杀虫活性测试显示，式(I)所示的羟基甲烷基亚硝基羟肼羧酰胺对植物害虫（如蚜虫、植食性跳蚤、棉铃虫、天冬毛虫等）具有很高的预防效果，并可用作植物杀虫剂。

  公开号：

  US20110306639A1

文献信息

• Condensed amino nitroguanidine compounds, synthesis and use as botanical insecticides thereof
  申请人：Qin, ZhaoHai

  公开号：EP2216324B1

  公开（公告）日：2013-03-13
• HYDROCARBYLIDENE NITROHYDROZINECARBOXIMIDAMIDES AND A METHOD FOR MAKING THE SAME, AS WELL AS THEIR USES AS AN INSECTICIDE
  申请人：Qin ZhaoHai

  公开号：US20110306639A1

  公开（公告）日：2011-12-15

  The present invention discloses hydrocarbylidene nitrohydrozinecarboximidamides and the use thereof as well as a method for making the same. The structural general formula of the compounds are shown in formula I, wherein, R1 is C1-C10 saturated and/or unsaturated aliphatic hydrocarbonyl, benzyl, substituted benzyl, halogenated picolyl, halogenated thiazolyl methyl, tetrahydrofuryl methyl or oxazolyl methyl; R2 is hydrogen, C1-C5 saturated and/or unsaturated aliphatic hydrocarbonyl, phenyl, substituted phenyl, pyridyl or substituted pyridyl; R3 is hydrogen, C1-C10 saturated and/or unsaturated aliphatic hydrocarbonyl, furyl, phenyl, substituted phenyl, benzyl or substituted benzyl. The tests of insecticidal activity show that the hydrocarbylidene nitrohydrozinecarboximidamides shown by formula (I) have high preventive efficiency against insect pests of plants, such as aphid, plant hopper, cotton bollworm, asparagus caterpillar, and the like, and can be used as plant insecticides.

  本发明公开了羟基甲烷基亚硝基羟肼羧酰胺及其用途，以及制备该化合物的方法。所述化合物的结构通式如式I所示，其中，R1为C1-C10饱和和/或不饱和脂肪烃基、苄基、取代苄基、卤代吡啶基、卤代噻唑基甲基、四氢呋喃基甲基或噁唑基甲基；R2为氢、C1-C5饱和和/或不饱和脂肪烃基、苯基、取代苯基、吡啶基或取代吡啶基；R3为氢、C1-C10饱和和/或不饱和脂肪烃基、呋喃基、苯基、取代苯基、苄基或取代苄基。杀虫活性测试显示，式(I)所示的羟基甲烷基亚硝基羟肼羧酰胺对植物害虫（如蚜虫、植食性跳蚤、棉铃虫、天冬毛虫等）具有很高的预防效果，并可用作植物杀虫剂。
• <i>N</i>′-Nitro-2-hydrocarbylidenehydrazinecarboximidamides: Design, Synthesis, Crystal Structure, Insecticidal Activity, and Structure–Activity Relationships
  作者：Wangcang Su、Yihui Zhou、Yongqiang Ma、Lei Wang、Zheng Zhang、Changhui Rui、Hongxia Duan、Zhaohai Qin

  DOI：10.1021/jf300616x

  日期：2012.5.23

  A novel series of acyclic imine-substituted nitenpyram analogues were designed and synthesized from nitroaminoguanidine, and their structures were confirmed using X-ray diffraction crystallography. Preliminary bioassays showed that the target molecules exhibited good activities against aphids in laboratory (Myzus persicae Sulzer) and field trials (M. persicae Sulzer and Brevicoryne brassicae Linnaeus). Comparative molecular field analysis and comparative molecular similarity indices analysis were employed to develop a three-dimensional quantitative structure activity relationship model that describes the insecticidal activity of 21 neonicotinoid derivatives. Simple synthesis, low cost, and good insecticidal activity have made this series of compounds become very promising candidates for future commercial pesticides.