GB661515A - Process for the production of naphthyridine derivatives - Google Patents

Abstract

Naphthyridines of the formula <FORM:0661515/IV (b)/1> in which R1 is alkoxy or alkythio wherein one hydrogen atom of the alkyl group has been replaced by alkoxy or dialkylamino, R2 is alkyl, aryl or aralkyl and R3 is amino, alkylamino, dialkylamino or acylamino or has the same meaning as R1, are prepared by treating <FORM:0661515/IV (b)/2> where X is halogen and Y is halogen, amino, alkylamino, dialkylamino or acylamino, with the appropriate alcohol or mercaptan, preferably in the presence of a condensing agent which may be the alkali derivative of the alcohol or mercaptan. In the examples: 2-chloro-4-methyl-7-amino-1 : 8-naphthyridine and 2 : 7-dichloro - 4 - methyl - 1 : 8 - naphthyridine are reacted with diethylaminoethanol and diethylamino-ethanethiol. Other products mentioned are the 2 - (31 - diethylaminopropoxy) - 4-benzyl - 7 - amino -, 2 - ethoxyethoxy - 4-phenyl - 7 - amino -, 2 : 7 - bis - (31 - diethylaminobutoxy) - 4 - ethyl-, 2 - (41 - diethylaminobutylthio) - 4 - propyl - 7 - diethylamino-, 2 - butoxyethylthio - 4 - (21 - phenylethyl) - 7-valeroylamino -, 2 - (31 - dibutylaminopropylthio) - 4 - t. - butyl - 7 - (21 - butylamino) - and 2 : 7 - bis - (di - t. - butylaminoethylthio) - 4-(11 - phenylethyl) - 1 : 8 - naphthyridines. The products may be isolated in the form of salts, e.g. citrates. The Specification as open to inspection under Sect. 91, describes the preparation of compounds of the first general formula above, where R1 and R3 may be any alkoxy or alkylthio radical. Further examples are given of the preparation of 2-butoxy-4-methyl-7-amino-and 2 : 7 - bis - butoxy - 4 - methyl - 1 : 8-naphthyridines, using sodium in butanol as alkylating agent. 2-(41-Diethylamino-21 : 31-buten - 11 - oxy) - 4 - butyl - 7 - acetylamino-1 : 8-naphthyridine is also mentioned. This subject-matter does not appear in the Specification as accepted.