Abstract

AbstractSeveral reactions of 5‐amino‐7‐(cacboxymetoxy)‐6‐hydroxyquinolinium‐3‐sulfonate (QNH2), the new amino‐quinolin synthesized from eugenol, were carried out. The structure of the obtained products were determined by IR, 1H NMR, 13C NMR and HMBC spectra. The results show that: i) On heating with aromatic aldehyde, the amino group of QNH2 was converted into OH‐phenol group; ii) QNH2 was readily transformed into diazonium salt QN2+Cl‐, which was reduced by Na2SO3/HCl to give a new hydrazinoquinoline QNHNH2; iii) In weak acidic medium QN2+Cl‐ was lost HCl to form a new diazo compound QN2. A simple and effective method for synthesis of the diazoquinoline compound QN2 was proposed.

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