Benzaldehyde → Benzoic acid, 2-hydroxy-5-[(phenylmethylene)amino]-

Participants

Reaction Steps

2-Hydroxy-5-aminobenzoic acid (10.0 g, 65 mmole) was mixed with benzaldehyde (30 ml) and heated to boiling until a clear solution was obtained. To the solution ice-cooled toluene (100 ml) was added, the precipitated crystals filtered off and washed with cold absolute ethanol (2×25 ml) followed by petroleum ether (3×25 ml) and dried, in vacuo, to give the title compound (6.8 g, 47%), m.p. 213°-215° C. Found (Calc. for C14H11NO3) C 69.28 (69.70), H 4.73 (4.56), N 5.73 (5.81).

Provenance & Evidence