Process for the preparation of n-¬2-¬¬¬5-...

Details Process for the preparation of n-¬2-¬¬¬5-... Process for the preparation of n-¬2-¬¬¬5-...

C - Chemistry, Metallurgy

07

D

260/367.3

C07D 307/52 (2006.01) A61K 31/34 (2006.01) C07D 307/38 (2006.01)

Patent

CA 1178289

ABSTRACT A new process for the preparation of N-[2-[[[5-(dimethyl- amino)-methyl-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1- ethenediamine (ranitidine) of the formula Image an its phsiologically acceptable acid addition salts is described, wherein 2-[[[5-(dimethylamino)methyl-2-furanyl]-methyl]thio]ethane- amine of the formula Image is reacted with 1-nitro-3-methyl-keteneimine of the formula CH3N=C=CHNO2 to give the desired compound. 1-nitro-3-methyl-keteneimine is formed in situ by reacting 1-methylthio-1-methylamino-2-nitroethane of the formula Image in a polar organic solvent, such as methanol or acetonitrile, with a salt of a heavy metal, such as AgNO3, CuCl, dissolved in the same solvent, in the presence of a proton acceptor, such as tri- ethylamine, at room temperature. Ranitidine is a valuable medicine in the treatment of ulcer diseases. Owing to a very simple course of the reaction and an extrodinary short reaction time, the process is excellently suitable for the industrial scale production.

429775

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