萘酚萘磺酸酯的核磁共振结构鉴定  

STRUCTURE ELUCIDATION OF NAPHTHOLIC NAPHTHALENE SULFONATE BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY

作　　者：张伟[1] 靳焜[1] 彭勤纪[1] 赵德丰[1] 

机构地区：[1]大连理工大学精细化工国家重点实验室,辽宁大连116012

出　　处：《波谱学杂志》2004年第4期419-425,共7页Chinese Journal of Magnetic Resonance

基　　金：国家自然科学基金资助项目 ( 2 0 1 72 0 1 2 )

摘　　要：叔胺基萘酚萘磺酸酯及其衍生物可以用于合成通用染料、酸性染料及阳离子染料 .本文通过操作简单、成本低廉的一步法合成该化合物 .即在碳酸钾存在下 ,通过 7 乙酰氨基 4 羟基 2 磺酰氯与N ,N 二甲基乙二胺在乙腈中反应来制备 .并通过1 H、1 3CNMR及 gCOSY、TOCSY、gHMBC、gHSQC等二维核磁共振谱 ,完成了萘酚萘磺酸酯的1 H、1 3C的核磁共振谱线化学位移的归属 。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.

关 键 词：萘酚 磺酰氯 通用染料 乙二胺 偶合 一步法合成 二甲基 二维核磁共振 HMBC 化学位移 

分 类 号：O643[理学—物理化学] TQ242.3[理学—化学]