SYNTHESIS OF FUNGICIDAL (1H-1,2,4-TRIAZOL -1-YL-METHYL)SILANES AND (1H-1,2,4-TRIAZOL-1-YL-METHYL)SILOXANES

The synthesis of Flusilazole TM (1a) was substantially improved by tho rough exclusion of oxygen nucleophiles in the reaction of (chloromethy l)bis(4-fluorophenyl)methylsilane with sodium 1H-1,2,4-triazolide. New aryl-alpha-(1H-1,2,4-triazol-1-yl-methyl)siloxanes 3 were obtained fi rstly from diaryl(1H-1,2,4-triazol-1-yl-methyl)silanols or -silanolate s, which were prepared by different methods from the corresponding sil anol hydrochlorides and further treated with functional, linear oligod imethylsiloxanes or secondly from alpha,alpha-diaryl-alpha-(chlorometh yl)siloxanes and 1-(trimethylsilyl)1H-1,2,4-triazole. The siloxane 4 c ontaining a triazolylmethyl group and additionally silicofunctional co upling groups could be synthesized by hydrosilylation of an alpha-tria zolylmethyl-omega-vinylsiloxane with triethoxysilane.