Sodium Hydroxide → HCID 178512354, compound

Participants

Reaction Steps

To a suspension of methyl 3-[amino(cyanoiminomethyl)]aminobenzoate (7.3 g, 33.47 mmol) in 20 mL of deionized water was added 1N sodium hydroxide (34 mL, aqueous) and the mixture heated at reflux for 2 h. The resulting mixture was filtered and the filtrate neutralized with 6N HCl. The turbid solution was filtered and the clear filtrate further acidified using 6N HCl to pH 4.0-4.5. The white solid was separated through filtration, washed with 30 mL of water, dried in air followed by drying in a pistol at toluene reflux in vacuo to give 1.26 (18%) of the title compound, mp>300° C. Further acidification gave more solid 3.96 g (58%) which was slightly impure.

Provenance & Evidence