2-alkoxy-4-hydrazinopyrimidine compounds and their use in...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) C07D 239/46 (2006.01) C07D 239/47 (2006.01)

Patent

CA 2153242

5-Alkoxy-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione compounds (I), such as 5- ethoxy-8-fluoro-1,2-,4-triazolo[4,3-c]pyrimidine-3(2H)-thione, were prepared by cyclization of 2-alkoxy-4-hydrazinopyrimidine compounds (II), such as 2- ethoxy-5-fluoro-4-hydrazinopyrimidine, with carbon disulfide and hydrogen peroxide. The reaction can be carried out in the presence of a trialkylamine, such as triethylamine, in which case a trialkylammonium salt is obtained. The products are useful intermediates in the preparation of 5- alkoxy(1,2,4)triazolo(1,5-c)pyrimidine-2-sulfonamide herbicides.

Cette invention se rapporte à des composés 5-alcoxy-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione (I), tels que 5-éthoxy-8-fluoro-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione, qui sont préparés par cyclisation de composés 2-alcoxy-4-hydrazinopyrimidine (II), tels que 2-éthoxy-5-fluoro-4-hydrazinopyrimidine, avec du disulphure de carbone et du peroxyde d'hydrogène. La réaction peut être effectuée en présence d'un trialkylamine, tel que du triéthylamine, auquel cas un sel trialkylammonium est obtenu. Ces produits sont utiles comme intermédiaires dans la préparation d'herbicides à base de 5-alcoxy(1,2,4)triazolo(1,5-c)pyrimidine-2-sulfonamide.

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