Hydrochloric Acid → HCID 178478774, compound

Participants

Reaction Steps

Concentrated HCl (15.4 ml) is added to a stirred solution of 1-cyano-3-(2-pyridylmethyl)guanidine (4.50 g) in 310 ml of isopropanol. The reaction mixture is stirred at room temperature overnight. The solvent is concentrated in vacuo and the residue treated with 1.8 liters of boiling ethanol. The resulting suspension is stirred and heated while adding small portions of water until most of the solid has dissolved. The solution is filtered through Celite, diluted to 2 liters with absolute ethanol and concentrated on a hot plate and cooled. The first crop of crystals, MP 214°-215° C. w/dec, and the second crop of crystals, MP 215°-216° C. w/dec, obtained by concentration of the filtrate, were combined to give 2.60 g of the carbamoyl guanidine as a grey-green solid. The grey-green solid is dissolved in boiling ethanol, treated with Darco G-60 and filtered. The filtrate is boiled down on a hotplate and the white crystalline precipitate is collected, washed with absolute ethanol and dried in air yielding 1.77 g of the desired product MP 214°-216° C. w/dec.

Provenance & Evidence