5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2(3h)-thione...

Details 5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2(3h)-thione... 5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2(3h)-thione...

C - Chemistry, Metallurgy

07

D

C07D 487/04 (2006.01) A01N 43/90 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2153239

2-Chlorosulfonyl-5-alkoxy(1,2,4)triazolo(1,5-c)pyrimidine compounds (I), such as 2-chlorosulfonyl-5-ethoxy-7-fluoro[1,2,4]triazolo-[1,5-c]pyrimidine, that are useful for the preparation of 5-alkoxy[1,2,4]-triazolo[1,5-c]pyrimidine-2- sulfonamide herbicides, were prepared in an improved manner from 5- alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione compounds, such as 5- ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione, by oxidation with hydrogen peroxide to obtain novel 2,2'-dithio-bis(5- alkoxy[1,2,4]triazolo[1,5-c]pyrimidine) compounds, such as 2,2'-dithiobis(5- ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine), and subsequent chloroxidation of these intermediate compounds.

Cette invention se rapporte à des composés 2-chlorosulfonyle-5-alcoxy(1,2,4)-triazolo(1,5-c)pyrimidine (I), tels que 2-chlorosulfonyle-5-éthoxy-7-fluoro[1,2,4]triazolo-(1,5-c)pyrimidine, qui sont utiles dans la préparation d'herbicides à base de 5-alcoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide, et qui sont préparés selon un mode amélioré à partir de composés 5-alcoxy[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione, tels que 5-éthoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione par oxydation avec du peroxy d'hydrogène, pour produire de nouveaux composés 2,2'-dithiobis(5-alcoxy[1,2,4]triazolo[1,5-c]pyrimidine) tels que 2,2'-dithiobis(5-éthoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine, et par chloro-oxydation ultérieure de ces composés intermédiaires.

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