2-Aminobenzeneboronic acid derivative is used in the synthesis of quinolines by reacting with alpha, beta unsaturated ketones. Its hydrochloride derivative is used in the preparation of designed boronate ligands for glucose-selective holographic sensors.
General procedure for the synthesis of 2-aminophenylboronic acid from 2-nitrophenylboronic acid: (i) Preparation of 2-aminophenylboronic acid: 2-nitrophenylboronic acid (500 mg, 2.99 mmol) was dissolved in methanol (10 mL) and 10% Pd/C (250 mg) was added. The reaction mixture was stirred at atmospheric pressure for 2 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, dichloromethane solution of 0-50% CMA) to afford the target compound 2-aminophenylboronic acid (182 mg).1H NMR (300 MHz, CD3OD) δ 6.69-7.75 (m, 4H).
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