Stereoselective synthesis and biological activities of O-(E)-1-{1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}ethyleneamino-O-ethyl-O-arylphosphorothioates

✍ Scribed by Xiao-Fei Zhu; Xiao-Bao Chen; Man Yan; De-Qing Shi; Ke-Rong Ding

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 236 KB
• Volume: 19
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20367

✦ Synopsis

Abstract

To find novel lead compounds having high insecticidal activity, a series of phosphorothioate derivatives containing 1,2,3‐triazole and pyridine rings were synthesized by the reaction of 1‐{1‐[(6‐chloropyridin‐3‐yl)methyl]‐5‐methyl‐1H‐1,2,3‐triazol‐4‐yl}ethanone oxime with phosphorochloridothioates. Their structures were confirmed by IR, ^1^H NMR, ^31^P NMR, mass spectrometry, and elemental analyses. The structure of 6c was determined by single crystal X‐ray diffraction, which is thermodynamically stable E isomer. The results of preliminary bioassay indicate that some title compounds possess insecticidal activity to some extent. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:15–20, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20367