Methanol → HCID 178479469, compound

Participants

Reaction Conditions

Reaction Steps

To N-(o-ethoxycarbonylphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (25.4 g, 0.063 mole) (which is prepared in the same manner as described in Example 1) is added methanol (130 ml), and the mixture is heated to 50° C., and thereto is added a solution of NaOH (7.16 g, 0.179 mole) in water (65 ml), and the mixture is stirred at 50°-60° C. for 45 minutes. The reaction mixture is ice-cooled, and the white precipitates are separated by filtration, suspended in methanol (100 ml) and dissolved by adding thereto 4N-hydrochloric acid (21 ml). After evaporation of the solvent under reduced pressure, the residue is recrystallized from water-methanol (4:1), and the crystals thus obtained are again recrystallized from water-methanol (3:1) to give N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (19.3 g) as white crystals. The physical data of this compound are identical with those of N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride as obtained in Example 3.

Provenance & Evidence