Hydrazine hydrate (1:1) → 2,6-Dichloro-4-methoxy-benzylamine hydrochloride

Participants

Reaction Steps

Treat a solution of 2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione (2.74 g, 8.18 mmol) in ethanol with hydrazine hydrate (0.61 g, 12.27 mmol) at 70° C. for 12 hours. Cool the reaction and filter the precipitate. Concentrate the filtrate and partition the residue with ethyl acetate and water. After drying the organic layer over sodium sulfate, filter and concentrate under vacuum. To the residue, add ethyl acetate (20 mL) and HCl (4 N in dioxane, 5 mL). Collect the white crystal by filtration and air dry to afford 1.65 g (84%) of the title compound. MS (m/z): 242 (M+H)+.

Provenance & Evidence