Process for the preparation of benzamidine derivatives...

C - Chemistry – Metallurgy – 07 – C

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260/544.6

C07C 57/30 (2006.01) C07C 33/20 (2006.01) C07C 205/19 (2006.01) C07C 205/37 (2006.01)

Patent

CA 1238922

- 26 - ABSTRACT OF THE DISCLOSURE A process for the preparation of benzamidine derivatives corresponding to the general formula: (I) Image in which: - A represents a linear or branched alkyl chain containing from 3 to 9 carbon atoms; and - X represents the oxygen atom or a direct bond, with the proviso that if X represents a direct bond, the benzamidine is located in the para position relative to the alkanol group, and also pharmaceutically acceptable salts of the said derivatives; this process consists in: 1) subjecting the compound of the formula IV: Image (IV) in which X and A are as defined above, to catalytic hydrogenation in order to form the corresponding aniline derivatives; 2) adding sodium nitrite in an acid medium to the said aniline derivatives in order to form the corresponding diazonium compounds; 3) converting the said diazonium compounds to benzo- nitriles by reaction with cuprous cyanide; 4) converting the resulting benzonitrile to the com- pound of the formula I and 5) if appropriate, converting the said resulting com- pound to a pharmaceutically acceptable salt. 27 The benzamidine derivatives of formula I have antimicrobial activity and may be employed as antiseptic drugs for human or veterinary purposes, as disinfectants on inert surfaces and as preservatives.

459095

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