2-Nitroresorcinol

Chemical Properties

Uses

Synthesis

108-46-3

3163-07-3

601-89-8

At room temperature, 1 mmol of resorcinol was dissolved in 40 mL of phosphate buffer solution of pH=7, followed by the addition of 60 mmol of sodium nitrite. 4 mmol of hydrogen peroxide was dissolved in 10 mL of phosphate buffer solution and added to the reaction system after 15 min. Subsequently, 0.06 g of Fe-Al-MCM-41 molecular sieves was added to initiate the reaction, and the reaction was stirred for 80 min at room temperature. After completion of the reaction, the filtrate was extracted with ethyl acetate (2 x 80 mL), and the organic phases were combined and concentrated under reduced pressure. The target products 2-nitroresorcinol (27.4% yield) and 4-nitroresorcinol (23.5% yield) were isolated by column chromatography purification (silica gel column, eluent was a mixture of petroleum ether and acetone, 1:1, v/v/v/v/v), and the total yield was 50.9%. Under the same reaction conditions, when 0.06 g of water-soluble tetrakis(sodium sulfonate) iron porphyrin was used as the catalyst instead of molecular sieves, the yields of 2-nitroresorcinol were 9.9%, 4-nitroresorcinol were 11.8%, and the total yield was 21.7%.

Purification Methods

References