Nghiên cứuchuyển hóa nhóm amino của 5‐amino‐7‐(cacboxymetoxy)‐6‐hydroxyquinolini‐3‐sulfonat

Several reactions of 5‐amino‐7‐(cacboxymetoxy)‐6‐hydroxyquinolinium‐3‐sulfonate ( QNH 2 ), the new amino‐quinolin synthesized from eugenol, were carried out. The structure of the obtained products were determined by IR, 1 H NMR, 13 C NMR and HMBC spectra. The results show that: i) On heating with aromatic aldehyde, the amino group of QNH 2 was converted into OH‐phenol group; ii) QNH 2 was readily transformed into diazonium salt QN 2 + Cl ‐ , which was reduced by Na 2 SO 3 /HCl to give a new hydrazinoquinoline QNHNH 2 ; iii) In weak acidic medium QN 2 + Cl ‐ was lost HCl to form a new diazo compound QN 2 . A simple and effective method for synthesis of the diazoquinoline compound QN 2 was proposed.