Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (01): 145-148.DOI: 10.6023/cjoc1108121 Previous Articles     Next Articles



杨维成a, 齐庆瑞b, 刘卫霞a, 李美华a, 罗勇a   

  1. a 上海化工研究院技术开发中心 上海 200062;
    b 新疆教育学院职业教育分院 乌鲁木齐 830046
  • 收稿日期:2011-08-12 修回日期:2011-09-15 发布日期:2011-09-30
  • 通讯作者: 罗勇
  • 基金资助:

    科技部转制院所专项(No. 2011EG116066)和质检总局科技专项(No. 2009IK134)资助项目.

Synthesis of Isotope-Labeled 15N-N,N-Dimethylaniline

Yang Weichenga, Qi Qingruib, Liu Weixiaa, Li Meihuaa, Luo Yonga   

  1. a Research & Development Center, Shanghai Research Institute of Chemical Industry, Shanghai 200062;
    b Branch of Professional Education, Xinjiang Normal University, Urumqi 830046
  • Received:2011-08-12 Revised:2011-09-15 Published:2011-09-30
  • Contact: Yong LUO
  • Supported by:

    Project supported by the Special Funds for System-Transformed Institutes of Science and Technology Ministry (No. 2011EG116066) and the Special Funds of the General Administration of Quality Supervision, Inspection and Quarantine (No. 2009IK134).

An efficient synthesis of 15N-N,N-dimethylaniline with 15NH4Cl as the common substrate is reported. Ammoniation of benzoyl chloride with 15NH4Cl provided 15N-benzamide, which was converted to 15N-aniline by Hofmann degradation. Methylation of 15N-aniline with methyl p-toluenesulfonate provided 15N-N,N-dimethylaniline. The overall yield of 15N-N,N-dimethylaniline in three steps was 58.3% based on 15NH4Cl consumed. As-synthesized product was shown by IR, NMR, HPLC and MS to be target compound. Its chemical purity is higher than 99.0% and isotopic enrichment is higher than 98.4% 15N.

Key words: isotope-labeled, synthesis, N,N-dimethylaniline, characterization, methylation