波谱学杂志 ›› 2004, Vol. 21 ›› Issue (4): 419-425.

• 研究论文 • 上一篇    下一篇

萘酚萘磺酸酯的核磁共振结构鉴定

 张伟, 靳焜, 彭勤纪, 赵德丰*   

  1. 大连理工大学 精细化工国家重点实验室,辽宁 大连  116012
  • 收稿日期:2004-03-19 修回日期:2004-05-25 出版日期:2004-12-05 发布日期:2004-12-05
  • 基金资助:

    国家自然科学基金资助项目(20172012).

STRUCTURE ELUCIDATION OF NAPHTHOLIC NAPHTHALENE SULFONATE BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY

 ZHANG Wei, JIN Kun, PENG Qi-Ji, ZHAO De-Feng*   

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116012, China
  • Received:2004-03-19 Revised:2004-05-25 Online:2004-12-05 Published:2004-12-05
  • Supported by:

    国家自然科学基金资助项目(20172012).

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1H、13C NMR及gCOSY、TOCSY、gHMBC、gHSQC等二维核磁共振谱,完成了萘酚萘磺酸酯的1H、13C的核磁共振谱线化学位移的归属,并得到相关质子的偶合常数.

关键词: 核磁共振, 萘酚萘磺酸酯, 二维核磁共振谱, 化学位移归属

Abstract:

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 K2CO3. The structure of the compound was elucidated by 1D 1H and 13C NMR and two-dimensional NMR spectroscopy including gCOSY, TOCSY, gHMBC and gHSQC. The complete 1H and 13Cchemical shifts and the 1H-1H coupling constants were obtained.

Key words: Naphtholic naphthalene sulfonate, Two-dimensional NMR spectroscopy, chemical shift assignment

中图分类号: