Hydrochloric Acid → 1H-Quinolin-2-one, 4-methyl-3-phenyl-

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Reaction Steps

The aniline derivative (25 g.) was added to a solution of sodium hydroxide (1.5 g.) in water (150 ml.) and ethanol (50 ml.), and the mixture was heated under reflux for 5 hr. The resulting solution was cooled and acidified with concentrated hydrochloric acid to a pH of 2. The resulting mixture was filtered to give, as the solid residue, 4-methyl-3-phenylquinolin-2-one of m.p. 266°-8°. Using an analogous method to that described in Example 1 for the preparation of 4-methoxy-3-o-tolylquinolin-2-thione, the 4-methyl-3-phenylquinolin-2-one was converted into 4-methyl-3-phenylquinolin-2-thione, m.p. 265°-7°.

Provenance & Evidence