491-11-2

3-Chloro-4-nitrophenol was used as a reactant in the synthetic preparation of highly potent BTK and JAK3 dual inhibitors and it may also have antifungal activity.

GENERAL METHOD: A suspension of 3-chlorophenol (18.5 mmol, 1.0 eq.) and Cu(NO3)2-3H2O (27.7 mmol, 1.5 eq.) in THF was formed by magnetic stirring or refluxing for several hours at 60 °C. The reaction was carried out under reduced pressure and the solvent was extracted with ethyl acetate (3 x 30 mL). Upon completion of the reaction, the solvent was removed under reduced pressure and the mixture was subsequently extracted with ethyl acetate (3 × 30 mL). The organic phases were combined, washed with saturated saline (5 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography to afford the target compound 3-chloro-4-nitrophenol in 67-90% yield.

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