Methyl 4-hydrazinyl-3-nitrobenzoate synthesis

Yield:87054-48-6 85%

Reaction Conditions:

with hydrazine hydrate

Steps:

A Preparation of the starting material

(A) 80 ml of hydrazine hydrate were poured into the suspension of 172.5 g of methyl 4-chloro-3-nitrobenzoate in 1600 ml of abs. ethanol under stirring, then the reaction mixture was refluxed while stirring for 45 minutes. The starting material dissolved and the product started to precipitate. After cooling down, the product was filtered by suction, washed with abs. ethanol and water successively until it became free from chloride ion. Thus, 4-methoxycarbonyl-2-nitrophenylhydrazine (143.6 g, 85%) was obtained as yellow crystals m.p.: 169°-171° C. Analysis (%) for C₈ H₉ N₃ O₄:

References:

US4916149,1990,A