GB789561A - Improvements in and relating to derivatives of naphthalene and the manufacture thereof - Google Patents

Abstract

The invention comprises substituted naphthalenes of the general formula <FORM:0789561/IV (b)/1> and acid addition salts thereof, wherein R1 represents hydrogen or an alkyl or monohydroxyalkyl group, R2 represents an alkyl or monohydroxyalkyl group, the sum of the carbon atoms in the groups R1 and R2 being from 4 to 8, or -NR1R2 represents the pyrrolidino or piperidino group, and the preparation thereof by reducing an amide of the general formula <FORM:0789561/IV (b)/2> wherein R1 and R2 have the above significance, by methods known to be capable of the direct reduction of acid amide groups to aminomethyl groups, e.g. by means of lithium aluminium hydride, and optionally converting the product to an acid addition salt. In the examples: 3 - pyrrolidinomethyl - 2 - naphthol and the hydrochloride thereof, 3-piperidinomethyl-2-naphthol hydrochloride, 3-diethylaminomethyl-2 - naphthol hydrochloride, 3 - dibutylaminomethyl - 2 - naphthol hydrochloride and 3 - b - hydroxyethylaminomethyl - 2 - naphthol hydrochloride are prepared. Starting materials. Amides of the general formula <FORM:0789561/IV (b)/3> wherein R1 and R2 have the above significance, are prepared by reacting 2-hydroxy-3-naphthoyl chloride with the required amine. In the examples amides are prepared by reacting 2-hydroxy-3-naphthoyl chloride (obtained by reacting the free acid with thionyl chloride) with pyrrolidine, piperidine, diethylamine, dibutylamine and b -hydroxyethylamine.