Process for the preparation of 3,5-diamino-1,2,4-triazole...

Details Process for the preparation of 3,5-diamino-1,2,4-triazole... Process for the preparation of 3,5-diamino-1,2,4-triazole...

C - Chemistry, Metallurgy

07

D

260/313.3, 260/2

C07D 249/14 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01)

Patent

CA 1285568

23305-1048 ABSTRACT The invention relates to a process for the preparation of 3,5-diamino-1H-1,2,4-triazole derivatives of the general Formula I Image /I/ /wherein R1 and R2 each stands for hydrogen, alkyl, alkenyl, aralkyl or cycloalkyl, or R1 and R2, together with the adjacent nitrogen atom they are attached to, may form a heterocyclic ring; and R3 stands for hydrogen or alkyl/ and pharmaceutically acceptable acid addition salts thereof, which comprises a/ converting a hydroxy compound of the general Formula II Image /II/ /wherein R3 is as stated above/ into a halogen compound of the general Formula III Image /III/ /wherein R3 is as stated above and X stands for halogen/ and reacting the compound thus obtained with an alkali metal or alkaline earth metal salt of a phenol derivative of the general Formula IV Image /IV/ /wherein R1 and R2 are as stated above/; or b/ reacting a halogen compound of the general Formula III with an alkali metal or alkaline earth metal salt of a phenol derivative of the general Formula IV and, if desired, converting the compound of the general Formula I thus obtained into a pharmaceutically acceptable acid addition salt thereof. The compounds of the general Formula I are derivatives having useful sustained histamine H2 blocking effect. The advantage of the process of the present invention is that it is readily feasible on industrial scale, too, requires readily available starting materials and provides high yields.

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