STRUCTURE ELUCIDATION OF NAPHTHOLIC NAPHTHALENE SULFONATE BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY
萘酚萘磺酸酯的核磁共振结构鉴定

Naphtholic naphthalene sulfonate containing tertiary amine group and its derivatives can be used to synthesize universal dyes, cationic dyes and acid dyes. According to the literatures, it can be obtained by condensation of 7-acetamide-4-hydroxy-2-naphthalenesulfonyl chloride with N,N-dimethylethylenediamine, followed by esterfication of the hydroxyl group using excessive sulfonyl chloride in N,N-dimethylformamide (DMF) in the presence of pyridine. In this paper, an inexpensive synthesis method for naphtholic naphthalene sulfonate is described, the required operations in which are also more convenient as compared with the former methods. Naphtholic naphthalene sulfonate were prepared by treating N,N-dimethylethylenediamine with 7-acetamide-4-hydroxy-2-naphthalenesulfonyl chloride in acetonitrile in the presence of K_2CO_3. The structure of the compound was elucidated by 1D ~1H and ~(13)C NMR and two-dimensional NMR spectroscopy including gCOSY, TOCSY, gHMBC and gHSQC. The complete ()~1H and ~(13)Cchemical shifts and the ~1H-~1H coupling constants were obtained.