Hydrochloric Acid → HCID 12823310, compound

Participants

Reaction Steps

Nitromethane (61 g.) was added to a warm (45°-50°) solution of NaOH (61 g.) in water (122 ml.) at such a rate that the temperature was maintained. At the end of the addition the temperature was raised to 55° for 10 minutes and then allowed to fall back to 50°. The mixture was chilled and neutralised to pH 7 with concentrated hydrochloric acid at ≤10°. The precipitated product was redissolved by the addition of aqueous NaOH (12.5 N; 40 ml.) to give a solution of the sodium salt of methazonic acid. A solution of NaNO2 (36.2 g.) in water (300 ml.) was added during approximately 30 minutes to a suspension of 3-aminobenzoic acid (68.6 g.) in concentrated hydrochloric acid (126.3 ml.) and water (200 ml.) at 0°-5°. The mixture was filtered to give a solution of 3-carboxybenzenediazonium chloride.

Provenance & Evidence