GB728579A - Novel tropic acid n-substituted-n-(ª†-picolyl)-amides and process for the manufacture thereof - Google Patents

Abstract

The invention comprises tropic acid N-substituted - N - (g - picolyl) - amides of formula <FORM:0728579/IV (b)/1> wherein R is a methyl, ethyl, or allyl radical, and acid addition salts thereof. The compounds are prepared by condensing tropic acid chloride or the acetyl derivative thereof with methyl- or ethyl- or allyl-(g -picolyl)-amine preferably in the presence of an organic tertiary base (e.g. pyridine, triethylamine) and, where the product contains an acetyl group, removing this group (e.g. by hydrolysis). Salts are prepared by reacting the products with acids, for example hydrogen chloride, hydrogen bromide or sulphuric acid. The examples describe the preparation of N-methyl-, N-ethyl-, and N-allyl-N-(g -picolyl)-amides of tropic acid and the hydrochlorides and hydrobromides thereof. Methyl-, ethyl- and allyl-(g -picolyl)-amines are prepared by reacting a 4-halogenomethyl-pyridine with methylamine, ethylamine or allylamine, or by reacting N-(para-toluene-sulphonyl) - 4 - aminomethyl - pyridine with a methyl, ethyl or allyl halide (or the corresponding sulphates) and then deacylating the product.