Synthesis and biological activity of 3-[(6-chloropyridin-3-yl)methyl]-6-substituted-6,7-dihydro-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-imines

摘要

A series of 3-[(6-chloropyridin-3-yl)methyl]-6-substituted-6,7-dihydro-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-imines were designed and synthesized via a multi-step sequence using 2-chloro-5-(chloromethyl)pyridine as the starting material. Various primary aliphatic amines, hydrazine and hydrazide reacted with 3 to obtain the cyclization products 4. Their structures were confirmed by H-1 NMR and elemental analyses, some of them were also confirmed by IR, C-13 NMR, MS and single crystal X-ray diffraction. The preliminary bioassay indicated that some of the target compounds 4 displayed moderate to weak fungicidal activity and insecticidal activity.