Zheng Yu-gu
2015
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Fine chemicals
Abstract
Starting from 2,4-dichlorobenzoic acid,4-amino-5-( 2,4-dichlorophenyl)-2H-1,2,4-tria--zole-3(4H)-thione( Ⅳ) was afforded in four steps including esterification,hydrazidation,salification,cyclization. 5-(2,4-dichlorophenyl)-4-( substituted methyleneamino)-2H-1,2,4-triazole-3(4H)-thione(Ⅴ) was then synthesized by the condensation reaction of the intermediate Ⅳ with substituted formaldehyde. Eight Schiff base sulfur ether derivatives containing 1,2,4-triazole unit in yields of 69%~ 78% were synthesized by reaction of 5-(2,4-dichlorophenyl)-4-( substituted methyleneamino)-2H-1,2,4-triazole-3(4H)-thione with halogenated hydrocarbon using K2CO3 as catalyst in acetonitrile at75 ℃ for 2 h. The structures were confirmed by1 HNMR,13CNMR,19 FNMR,IR and elemental analyses. The preliminary bioassay showed that the antifungal activity of some compounds against P.cubensis at the concentration of 100 mg / L was 100%.