GB569101A - Improvements in or relating to n-unsubstituted and n-alkyl substituted guanamines and methods of preparing the same - Google Patents

Abstract

N-unsubstituted guanamines and N-alkyl substituted guanamines are prepared by reaction of the corresponding biguanide with an ester of the corresponding acid in the presence of a metal alkoxide such as aluminium isopropoxide, sodium or potassium methoxide or ethoxide. The metal may be added to an alcohol used as a solvent and in the case of aluminium, a small amount of mercuric chloride or iodine and copper are added to facilitate the formation of the alkoxide, or sodium hydride or sodium triphenyl methyl and an alcohol may be used. Examples are given of the preparation of lauroguanamine from biguanide and methyl laurate, stearoguanamine from biguanide and methyl stearate, a a -dichlorostearoguanamine from ethyl dichlorostearate, 4-aminobenzoguanamine from ethyl 4-aminobenzoate, 1-phenylpyrazolone-3-guanamine from 1-phenylpyrazolone - 3 - carboxylate, 2 - hydroxymethyl - benzoguanamine from phthalide, 2-hydroxycinnamoguanamine from coumarine, 4-N-allylpropionoguanamine from allylbiguanide and ethyl propionate, oleoguanamine from methyl oleate, decanoguanamine from methyl caprate, a -ethylhexanoguanamine from 2-ethylhexanoate, 4-N - butyl-a -ethylhexanoguanamine from 1-butylbiguanide sulphate and ethyl 2-ethylhexanoate, myristoguanamine from methyl myristate, and palmitoguanamine from ethyl palmitate. Specifications 569,099 and 569,100 are referred to.