Hydrochloric Acid → 5-Methylindolin-2-one

Participants

Reaction Steps

A solution of 5-methylisatin (15.0 g) and hydrazine hydrate (60 mL) was heated to 140-160° C. for 4 hours. The reaction mixture was cooled to room temperature, poured into 300 mL of ice water and acidified to pH 2 with 6 N hydrochloric acid. After standing at room temperature for 2 days the precipitate was collected by vacuum filtration, washed with water and dried under vacuum to give 6.5 g (47% yield) of 5-methyl-2-oxindole.

Provenance & Evidence