摘要
目的设计合成N-(喹啉-8-基)苯磺酰胺类化合物,探讨其质谱裂解规律。方法以8-氨基喹啉和取代的苯磺酰氯为原料,通过磺酰胺化反应进行合成;在正离子检测模式下,分别解析N-(喹啉-8-基)苯磺酰胺类化合物的主要特征碎片离子以及可能的裂解途径。结果合成得到的目标化合物经1HNMR、MS确证;在正离子模式下,从10个磺酰胺N上有活泼氢的N-(喹啉-8-基)苯磺酰胺类化合物均获得m/z 159、144、117特征质谱峰,从磺酰胺N上活泼氢被甲基取代的2,4-二氟-N-甲基-N-(喹啉-8-基)苯磺酰胺获得m/z 158、130特征质谱峰,从磺酰胺N上活泼氢被乙基取代的2,4-二氟-N-乙基-N-(喹啉-8-基)苯磺酰胺获得m/z 172、157、130特征质谱峰。结论 N-(喹啉-8-基)苯磺酰胺类化合物以—SO2—NR—基团为中心发生裂解,磺酰胺N上取代基不同,裂解方式及碎片离子不同,由此可对该类化合物结构快速进行解析。
Objective To design and synthesis N-（ quinolin-8-yl） benzenesulfonamide derivatives and study their fragmentation pathways. Methods 8-aminoquinoline and benzenesulfonyl chloride derivatives as raw material,the target products was synthesized by the amidation reaction. In positive mode,the main fragment ions and the fragmentation pathways of N-（ quinolin-8-yl） benzenesulfonamide derivatives were explained.Results N-（ quinolin-8-yl） benzenesulfonamide derivatives were synthesized and their structure were characterized by ^1H-NMR and MS. In positive mode,ion peaks m / z 159 [M＋H]^＋,144,117 were detected for 10 N-（ quinolin-8-yl） benzenesulfonamide derivatives containing active hydrogen,ion peaks m / z 158 [M＋H]^＋,130 were detected for 2,4-Difluoro-N-methyl-N-（ quinolin-8-yl） benzenesulfonamide,and ion peaks m / z 172 [M＋H]^＋,157,130 were detected for N-ethyl-2,4-difluoro-N-（ quinolin-8-yl） benzenesulfonamide.Conclusion N-（ quinolin-8-yl） benzenesulfonamide derivatives were cracked around —SO2—NR—. With the different of R,the fragmentation pathways and fragment ions of N-（ quinolin-8-yl） benzenesulfonamide derivatives were different,which provided a convenient method to analyze and confirm the structures of N-（ quinolin-8-yl） benzenesulfonamide derivatives.
出处
《广东药学院学报》
CAS
2015年第1期25-30,共6页
Academic Journal of Guangdong College of Pharmacy
基金
广东省引进创新科研团队项目(2009010058)
教育部博士点基金/新教师类基金项目(20130171120058)
广东省自然科学基金项目(S2012040006494)
