method for producing alkaline replaced: up - benzimidazole derivatives

摘要

1,186,723. Benzimidazole derivatives. FARBWERKE HOECHST A.G. 30 March, 1967 [1 April, 1966], No. 14681/67. Heading C2C. Novel benzimidazole derivatives of the general Formula (I) in which Ar represents an arylene radical, R 1 represents one or more substituents, which may be the same or different, on the arylene ring, the substituents being selected from H, halogen, hydroxy, lower alkyl, lower alkoxy, lower alkoxyalkoxy, mercapto, lower alkylmercapto, lower alkoxyalkylmercapto, and lower alkylenedioxy radicals, nitro, phenyl amino and lower alkylene diamino which lower alkylene diamino groups may be substituted, by one or more lower alkyl radicals; R 2 represents H, alkyl which may be substituted, carbalkoxy, carbamido, aryl or aralkyl and R 3 represents halogen, lower alkyl or lower alkoxy, wherein in the above a " lower " radical contains 1-4 carbon atoms, and physiologically tolerable salts thereof, are prepared by a variety of known methods involving the formation of either of the imidazole rings from an o-diamine and a carboxylio acid or a derivative thereof or an aldehyde, or the introduction of the piperazine ring, or the transformation of R groups. The following intermediates were obtained consecutively by known methods 2 - Phenyl - 6 - benzimidazole - iminomethylglycol ether hydrochloride is prepared by heating 3,4 - diaminobenzonitrile with ethyl benzimidate in acetic acid, dissolving in methanol, rendering alkaline with ammonia and diluting with water. Pharmaceutical compositions comprise a novel compound of general Formula (I) and a pharmaceutically suitable carrier.