Hydrochloric Acid → HCID 178476232, compound

Participants

Reaction Steps

140 ml of methanol, 100 ml of acetone and 0.6 ml of concentrated hydrochloric acid were added to 8.5 g (21.0 mmol) of N1-benzyl-N5-decyl-biguanide dihydrochloride, and the mixture was refluxed for 24 hours. The solvent was distilled off under reduced pressure to give a residue, which was dissolved in 150 ml of ethanol. To the solution were added 100 ml of water and 10 ml of 5N aqueous sodium hydroxide, and the mixture was refluxed for 1.5 hours. The solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with water, concentrated under reduced pressure to remove the solvent, and dried well under reduced pressure to obtain 8 g of a colorless solid (1). Then, 3.6 g (9.6 mmol) of the solid was dissolved in 30 ml of 70% aqueous acetonitrile, and to the solution was added 16 g (15.4 mmol) of malonic acid. The mixture was dissolved under heating, and then cooled. The resulting crystals were recrystallized from 70% aqueous acetonitrile to obtain 3.9 g of colorless crystals (2) having a melting point of 78 to 81° C.

Provenance & Evidence