Study On The Creation Of Novel Triazole Compounds And The Technology Of Difenoconazole And Nitenpyram

Triazole compounds have been found to show wide spread biological activities,many of which have been developed and used as fungicides, plant growth regulators andmedicine. Triazole compounds have been the most important of types of fungicidesamong nitrogen heterocyclic compounds. Different structures of triazole compounds havedifferent biological activities, and developing novel structural triazole compounds is theresearch focus at present.In this paper, the recent advances in the studies on the triazole compoundsderivatives were reviewed. According to the principle of combination bioactivesub-structure, 1,3,4-thiadiazole or triazolo[3,4-b]-1,3,4-thiadiazine groups wereintroduced into the structures of triazole derivatives, and sixteen novel triazolecompounds were synthesized. They are summarized as follows:Their structures were confirmed by means of elemental analysis, ~1H NMR, IR andMS; Three crystals’ structures of these compounds were determined by X-raydetermination. The results of preliminary biological tests show that all of thesecompounds possess certain antifungal activities. The relationships between the structureand the bioactive were discussed.The technology of synthesizing the fungicide difenoconazole has been investigated.The 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone can be ketalized firstly and then bromated to get the compound bromo-substituted ketal in one step. It was proved that thepreparation of bromo-substituted in one step was the best way. The crude product wasrecrystallized from isopropanol/n-hexane to afford the difenoconazole product as whitesolide. The total yield and purity reached to more than 70% and 96%, respectively.In addition, the technology of synthesizing the nicotinic insecticide nitenpyram hasalso been studied. It is a key to discuss the process development of the intermediate ofN-((6-chloropyridin-3-yl)methyl-1-methylthio-2-nitroethenamine. The effects of reacttime, react temperature, material confect and suitable solvent have been compared anddiscussed emphatically. The yield of this intermediate was over 70%. Procedure for thenitenpyram was developed and the reation condition was optimized with 52% total yield.