methyl 2-chloro-6-fluoro-N-[(3-methyl-2-thiophene)carbonyl]benzenecarboximidiothioate | 265652-35-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: methyl 2-chloro-6-fluoro-N-[(3-methyl-2-thiophene)carbonyl]benzenecarboximidiothioate
• 英文别名: Methyl 2-chloro-6 fluoro-N-[(3-methyl-2-thiophene)carbonyl]benzenecarboximidothioate；methyl 2-chloro-6-fluoro-N-(3-methylthiophene-2-carbonyl)benzenecarboximidothioate
• CAS: 265652-35-5
• 化学式: C₁₄H₁₁ClFNOS₂
• 分子量: 327.831
• InChiKey: BJPGGNUBBUIGHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-chloro-6-fluoro-N-[(3-methyl-2-thiophene)carbonyl]benzenecarboximidiothioate 、 甲基肼 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 生成 3-(2-Chloro-6-fluorophenyl)-1-methyl-5-(3-methyl-thien-2-yl)-1H-1,2,4-triazole
  参考文献：
  名称：

  3-(substituted phenyl)-5-thienyl-1,2,4-triazole compounds with activity against whitefly

  摘要：

  3-(取代苯基)-5-(噻吩基)-1,2,4-三唑类化合物可用作杀虫剂和杀螨剂。

  公开号：

  US06265424B1
• 作为产物：
  描述：

  3-甲基噻吩-2-羰基氯 、 2-chloro-6-fluorothiobenzimidic acid methyl ester hydrogen bromide 在 吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 methyl 2-chloro-6-fluoro-N-[(3-methyl-2-thiophene)carbonyl]benzenecarboximidiothioate
  参考文献：
  名称：

  Structure−Activity Relationship Development of Dihaloaryl Triazole Compounds as Insecticides and Acaricides. 1. Phenyl Thiophen-2-yl Triazoles

  摘要：

  An extended lipophilic system that incorporated some key elements of first-gene ration 2,6-dihaloaryl actives, such as 1, demonstrated desirable efficacy against chewing insects as well as sap-feeding insects. These four-ring systems, based on 2, were accessed primarily via Suzuki couplings of halothiophene derivatives with appropriately substituted boronic acids. In particular, phenylthiophene systems that incorporated haloxyether groups, such as those in 3, 4, and 5, had the broadest spectrum of activity across chewing and sap-feeding insect pests. Expansion of this structu re- activity relationship to include compounds with differing substitution patterns on the thiophene-C-ring and aryl-D-rings was undertaken. The synthesis and insecticidal activity of 3-aryl-5-(thiophen-2-yl)-l -methyl1 H-[1,2,4]triazoles will be described.

  DOI：

  10.1021/jf071498s

文献信息

• Process for preparing 3-(substituted phenyl)-5-thienyl or furyl)-1,2,4-triazoles and novel intermediates utilized therein
  申请人：Dow AgroSciences LLC

  公开号：US06329528B1

  公开（公告）日：2001-12-11

  New synthetic procedures for preparing insecticidal 3-(substituted phenyl)-5-(thienyl or furyl)-1,2,4-triazoles utilizing thioimidate intermediate.

  利用硫代亚胺中间体制备杀虫剂性3-(取代苯基)-5-(噻吩或呋喃基)-1,2,4-三唑的新合成方法。
• Development of Manufacturing Processes for a New Family of 2,6-Dihaloaryl 1,2,4-Triazole Insecticides
  作者：John W. Hull、Duane R. Romer、Timothy J. Adaway、David E. Podhorez

  DOI：10.1021/op9001577

  日期：2009.11.20

  Details are presented on the process development work for the new 2,6-dihaloaryl-1,2,4-triazole insecticide 1, and the development of a one-pot process toward a potential commercial manufacturing process.
• Structure−Activity Relationship Development of Dihaloaryl Triazole Compounds as Insecticides and Acaricides. 1. Phenyl Thiophen-2-yl Triazoles
  作者：Denise P. Cudworth、Vidyadhar B. Hegde、Maurice C. H. Yap、Katherine A. Guenthenspberger、Christopher T. Hamilton、James T. Pechacek、Peter L. Johnson、Scott J. Bis、F. Eugene Tisdell、James E. Dripps、Timothy J. Bruce、Leonard P. Dintenfass、James M. Gifford、Laura L. Karr、Margaret K. Kempe、D'Lee C. McCormick、Joseph R. Schoonover

  DOI：10.1021/jf071498s

  日期：2007.9.1

  An extended lipophilic system that incorporated some key elements of first-gene ration 2,6-dihaloaryl actives, such as 1, demonstrated desirable efficacy against chewing insects as well as sap-feeding insects. These four-ring systems, based on 2, were accessed primarily via Suzuki couplings of halothiophene derivatives with appropriately substituted boronic acids. In particular, phenylthiophene systems that incorporated haloxyether groups, such as those in 3, 4, and 5, had the broadest spectrum of activity across chewing and sap-feeding insect pests. Expansion of this structu re- activity relationship to include compounds with differing substitution patterns on the thiophene-C-ring and aryl-D-rings was undertaken. The synthesis and insecticidal activity of 3-aryl-5-(thiophen-2-yl)-l -methyl1 H-[1,2,4]triazoles will be described.
• 3-(substituted phenyl)-5-thienyl-1,2,4-triazole compounds with activity against whitefly
  申请人：Dow AgroSciences LLC

  公开号：US06265424B1

  公开（公告）日：2001-07-24

  3-(Substituted phenyl)-5-(thienyl)-1,2,4-triazole compounds are useful as insecticides and acaricides.

  3-(取代苯基)-5-(噻吩基)-1,2,4-三唑类化合物可用作杀虫剂和杀螨剂。