Hydrochloric Acid → p-(2,4-Dimethoxybenzyloxy)phenyl hydrazine hydrochloride

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Reaction Steps

p-(2,4-Dimethoxybenzyloxy)aniline (2.5 g, 0.01 M) is diazotized with concentrated hydrochloric acid (6 ml) and sodium nitrite (1 g) in water (2 ml) at 0° C. This solution is treated with stannous chloride dihydrate (7 g) in concentrated hydrochloric acid (20 ml) at 0° C. for 2 hours. After 12 hours at 0° C. the precipitate is filtered off and recrystallized from ethanol to afford p-(2,4-dimethoxybenzyloxy)phenyl hydrazine hydrochloride. The free base is liberated by treatment with aqueous sodium carbonate and extraction into chloroform.

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