3-Hydroxy-2-naphthoic acid hydrazide → 3-Hydroxy-2-naphthoic (2,3-dihydroxy-1-naphthylmethylene) hydrazide

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Reaction Steps

Following the general procedure of Example 1, condensation of 2, 3-dihydroxy-1-naphthaldehyde and 3-hydroxy-2-naphthoic hydrazide yielded a yellow crystal (18%) [recrystallized from dioxane/H2O (1:1, v/v)]: mp>285° C.; 1H NMR d 13.16 (br s, 1 H), 12.27 (br s, 1 H), 11.30 (br s, 1 H), 9.74 (br s, 1 H), 9.57 (s, 1 H), 8.53 (s, 1 H), 8.17 (d, 1 H, J=8.2 Hz), 7.95 (d, 1 H, J=8.2 Hz), 7.79 (d, 1 H, J=8.0 Hz), 7.70 (d, 1 H, J=7.7 Hz), 7.54 (t, 1 H, J=7.4 Hz), 7.42-7.25 (m, 5 H); HRMS Calcd for C22H16N2O4 :372.1110, found 372.1103; Anal. (C22H16N2O4H2O) C, H, N.

Provenance & Evidence