hexane-1,6-diamine;dihydrochloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-(p-(2,2-dichlorocyclopropyl)phenyl)- 3-cyanoguanidine (8.3 g.), hexamethylenediamine dihydrochloride (2.8 g.) and nitrobenzene (30 g.) was stirred and heated (at 140°-145° C.) for four hours, cooled and filtered. The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.), then hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram showed a substantial amount of 1,1'-hexamethylenebis(5-(p-(2,2-dichlorocyclopropyl)phenyl)biguanide) but also a substantial amount of impurity. heated (at 140°-145° C.) for four hours cooled filtered The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.) hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-(p-(2,2-dichlorocyclopropyl)phenyl)- 3-cyanoguanidine (8.3 g.), hexamethylenediamine dihydrochloride (2.8 g.) and nitrobenzene (30 g.) was stirred and heated (at 140°-145° C.) for four hours, cooled and filtered. The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.), then hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram showed a substantial amount of 1,1'-hexamethylenebis(5-(p-(2,2-dichlorocyclopropyl)phenyl)biguanide) but also a substantial amount of impurity. heated (at 140°-145° C.) for four hours cooled filtered The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.) hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In accordance with a preferred embodiment of the invention, the reaction mixture is prepared in such a manner that an aqueous, optionally aqueous-alcoholic solution of hexamethylene diamine is compounded with aqueous hydrochloric acid, forming hexamethylene diamine dihydrochloride; the aqueous solution with a pH between 5 and 6 is then brought together, if not already present, with the alcohol, the alkali dicyanamide and the catalyst. The aqueous hexamethylene diamine dihydrochloride solution can be added directly to the alcoholic suspension of a alkali dicyanamide, in which instance the temperature of the suspension can be in the range from room temperature up to approximately 100° C. It is also possible to proceed in the reverse manner, that is, to place an aqueous-alcoholic, very fine suspension of hexamethylene diamine dihydrochloride formed in situ and with a milky appearance in a flask and to add alkali dicyanamide and to adjust the pH by the addition of the catalytically active base.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In accordance with a preferred embodiment of the invention, the reaction mixture is prepared in such a manner that an aqueous, optionally aqueous-alcoholic solution of hexamethylene diamine is compounded with aqueous hydrochloric acid, forming hexamethylene diamine dihydrochloride; the aqueous solution with a pH between 5 and 6 is then brought together, if not already present, with the alcohol, the alkali dicyanamide and the catalyst. The aqueous hexamethylene diamine dihydrochloride solution can be added directly to the alcoholic suspension of a alkali dicyanamide, in which instance the temperature of the suspension can be in the range from room temperature up to approximately 100° C. It is also possible to proceed in the reverse manner, that is, to place an aqueous-alcoholic, very fine suspension of hexamethylene diamine dihydrochloride formed in situ and with a milky appearance in a flask and to add alkali dicyanamide and to adjust the pH by the addition of the catalytically active base.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In accordance with a preferred embodiment of the invention, the reaction mixture is prepared in such a manner that an aqueous, optionally aqueous-alcoholic solution of hexamethylene diamine is compounded with aqueous hydrochloric acid, forming hexamethylene diamine dihydrochloride; the aqueous solution with a pH between 5 and 6 is then brought together, if not already present, with the alcohol, the alkali dicyanamide and the catalyst. The aqueous hexamethylene diamine dihydrochloride solution can be added directly to the alcoholic suspension of a alkali dicyanamide, in which instance the temperature of the suspension can be in the range from room temperature up to approximately 100° C. It is also possible to proceed in the reverse manner, that is, to place an aqueous-alcoholic, very fine suspension of hexamethylene diamine dihydrochloride formed in situ and with a milky appearance in a flask and to add alkali dicyanamide and to adjust the pH by the addition of the catalytically active base.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-(p-(2,2-dichlorocyclopropyl)phenyl)- 3-cyanoguanidine (8.3 g.), hexamethylenediamine dihydrochloride (2.8 g.) and nitrobenzene (30 g.) was stirred and heated (at 140°-145° C.) for four hours, cooled and filtered. The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.), then hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram showed a substantial amount of 1,1'-hexamethylenebis(5-(p-(2,2-dichlorocyclopropyl)phenyl)biguanide) but also a substantial amount of impurity. heated (at 140°-145° C.) for four hours cooled filtered The filter cake was slurried in a mixture of acetone (75 g.) and acetic acid (7 g.) hot ethanol (300 g.), affording a light tan solid (2.3 g.), whose thin layer chromatogram