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Mass spectral fragmentation of cis ‐ and trans ‐1a,3‐Disubstituted 1,1‐Dichloro‐1a,2,3,4‐tetrahydro‐1 H ‐azirino[1,2‐ a ] [1,5]benzodiazepines
Author(s) -
Xu Jiaxi,
Zhang Xinyu,
Jin Sheng
Publication year - 1999
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19990730)13:14<1444::aid-rcm664>3.0.co;2-6
Subject(s) - chemistry , fragmentation (computing) , medicinal chemistry , computational chemistry , computer science , operating system
The mass spectrometric behaviour of six cis ‐ and trans ‐1a,3‐disubstituted 1,1‐dichloro‐1a,2,3,4‐tetrahydro‐1 H ‐azirino[1,2‐ a ][1,5]benzodiazepines has been studied with the aid of mass‐analysed ion kinetic energy spectrometry and exact mass measurements under electron impact ionization. All compounds show a tendency to eliminate a neutral propene or styrene molecule from the diazepine ring and to simultaneously eliminate a chlorine atom from the aziridine ring to yield azirino[1,2‐ b ][1,3]benzimidazole ions, and to lose hydrogen chloride plus propene or styrene to give quinoxaline ions. All compounds also show a tendency to eliminate NCCl 2 or HNCCl 2 to produce dihydro‐ or tetrahydroquinoline ions, and to eliminate sequentially hydrogen chloride and a chlorine atom to yield pyrrolo[1,2‐ a ][1,3]benzimidazole ions. Copyright © 1999 John Wiley & Sons, Ltd.