Hydrochloric Acid → HCID 131715566, compound

Participants

Reaction Steps

A mixture of 1.5 g (4.53 mmol) of the compound of step B. above, 0.98 mol (9.96 mmol) of phenylhydrazine, 0.75 ml of conc. hydrochloric acid, and 30 ml of absolute ethanol is stirred under reflux for 6 hrs. The cooled precipitate is dissolved in methanol and treated with a Na2CO3 solution. The precipitate which forms is collected, washed with water, and dissolved in hot benzene-hexanes. On cooling the solid is collected. The filtrate, on standing forms a precipitate which is collected and purified by HPLC to furnish 0.788 g (43%) of title compound: m.p. 201°-203° C. (dec.); IR (KBr) 3250, 1585, and 1510 cm-1 ; NMR (DMSO-d6) δ 9.78 (s, 1H), 8.46 (d, 1H), 8.18 (d, 2H), 8.06 (s, 1H), 7.97 (s, 2H), 7.67 (m, 4H), 7.54 (m, 1H), 7.25 (m, 1H), 3.93 (m, 2H), 3.44 (t, 2H).

Provenance & Evidence