Patent GB-886520-A (GB)
Title: Improvements relating to amphoteric biocidalimidazolidine and hexahydropyrimidine derivatives and their use
IPC: D06M16/00
Filed: 1959-04-24
Abstract: Compounds of the formula:-<FORM:0886520/III/1> wherein A represents a divalent aliphatic radical which completes a 5- or 6-membered heterocyclic ring or a divalent cycloaliphatic radical which completes a 5-membered heterocyclic ring, R1 represents a lipophilic hydrocarbon radical consisting of or containing a C10-16 alkyl radical and R2 represents a C1-3 alkylene radical which interposes either one or two carbon atoms between the ring nitrogen atom and the carboxyl group, are added to shampoos and to organic solvents for use in the dry cleaning of textiles, or are used in aqueous solution for cleansing milk cans.ALSO:The invention comprises compounds of the formula <FORM:0886520/IV (b)/1> wherein A represents a divalent aliphatic radical which completes a 5- or 6-membered hetero-cyclic ring or a divalent cycloaliphatic radical which completes a 5-membered heterocyclic ring, R1 represents a lipophilic hydrocarbon radical consisting of or containing a C10-16 alkyl radical and R2 represents a C1-3 alkylene radical which interposes either one or two carbon atoms between the ring nitrogen atom and the carboxyl group. Lipophilic hydrocarbon radicals containing a C10-16 alkyl radical are, for example, decylbenzyl or dodecylbenzyl radicals.  The compounds are prepared (1) by reacting a compound of the formula <FORM:0886520/IV (b)/2> with a compound of the formula Hal-R2-COOM wherein "Hal" represents chlorine or bromine and M represents hydrogen, a cation (e.g. an alkali metal) or an aliphatic radical (e.g. ethyl or methyl), the ester group being saponified during or after the p  condensation in the case where M represents an aliphatic radical; and (2) by reacting a compound of the formula R1-NH-A-NH-R2-COOM with a cyanogen halide, the ester group being subsequently saponified when M represents an aliphatic radical.  The compounds may be isolated in the form of their hydrochlorides. N-Carboxymethyl-N1-dodecyl-ethylenediamine is prepared by carboxymethylation of N-dodecylethylenediamine with formaldehyde and potassium cyanide.  Compounds of the formula <FORM:0886520/IV (b)/3> are obtained by reacting a compound of the formula R1-NH-A-NH2 with a cyanogen halide.ALSO:Linen and woollen textiles are disinfected by treatment with a 1%-2% aqueous solution of a compound of the formula <FORM:0886520/IV (c)/1> wherein A represents a divalent aliphatic radical which completes a 5- or 6-membered heterocyclic ring or a divalent cycloaliphatic radical which completes a 5-membered heterocyclic ring, R1 represents a lipophilic hydrocarbon radical consisting of or containing a C10-16 alkyl radical and R2 represents a C1-3 alkylene radical which interposes either one or two carbon atoms between the ring nitrogen atom and the carboxyl group.ALSO:A bactericidal and fungicidal composition contains as the active ingredient a compound of the formula <FORM:0886520/VI/1> wherein A represents a divalent aliphatic radical which completes a 5- or 6-membered heterocyclic ring or a divalent cycloaliphatic radical which completes a 5-membered heterocyclic ring, R1 represents a lipophilic hydrocarbon radical consisting of or containing a C10-16 alkyl radical and R2 represents a C1-3 alkylene radical which interposes either one or two carbon atoms between the ring nitrogen atom and the carboxyl group.  The composition may be in the form of an ointment, cream, shampoo, medicine, spray or aerosol.