吡虫啉生产过程中吗啉精馏副产物的核磁共振分析

NMR Analysis of By-Products in Imidacloprid Production

采用核磁共振(NMR)技术对吡虫啉生产过程中吗啉精馏后的副产物进行了定性定量分析.二维扩散排序谱(2D DOSY)表明该产物由两种化合物组成.对样品的核磁共振氢谱(1H NMR)、二维扩散排序谱(2D DOSY)、碳谱(13C NMR)、DEPT、氢-氢相关谱(1H-1H COSY)、碳氢相关谱(HSQC)与碳氢远程相关谱(HMBC)进行了解析,对其所有的NMR谱信号进行了归属,确定样品所含的两种主要组份为双吗啉和烯胺.最后采用定量13C NMR技术得到了该精馏副产物中双吗啉和烯胺组成的摩尔比例为1∶4.

In this paper, qualitative and quantitative NMR techniques were used to analyze samples obtained from imidacloprid production. Two-dimensional DOSY spectra demonstrated the samples contained two by-products. One-dimensional （i.e.,1H and 13 C NMR and DEPT） and two-dimensional （i.e.,1H-1H COSY, HSQC and HMBC） NMR techniques were used to assign the chemical shifts of the by-products, which were finally determined to be 1,1-dimorpholinopropane and N-（1-propenyl） morpholine. Finally a quantitative 13 C NMR method was developed to measure the contents of by-products quantitatively.