Mass spectrometric studies of cis- and trans-1a,3-disubstituted-1, 1-dichloro-4-formyl-1a ,2,3,4-tet

• 作 者: 许家喜 张新宇 金声
• 机 构: College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China,College of
• 出 处: Chinese Journal of Chemistry
• 发表日期: 2000年03期
• 关键词: dichloro tetrahydro eliminate enlargement behaviour rearrangement analysed exact

The mass spectrometric behaviour of four cis- and trans-la, 3-disubstituted -1,1 -dichloro-4-formyl-1a,2,3,4-tetrahydro-1H-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 ioniza-tion. All compounds show a tendency to eliminate a chlorine atom from the aziridine ring, and then eliminate a neutral propene or styrene from the diazepine ring to yield azirino[ 1, 2-6][1,3]benzimidazole ions. These azmno[1,2-a] [1,5]-benzodiazepines can also eliminate HCl, or Cl plus HG simultaneously to undergo a ring enlargement rearrangement to yield 1,6-benzodiazocine ions, which further lose small molecular fragments, propyne or phenylacetylene, with rearrangement to give quinoxaline ions.

The mass spectrometry behavior of four cis- and trans-la, 3-disubstituted-1,1 -dichloro-4-formyl-1a, 2,3,4-tetrahydro-1H-azirino [1,2a- 5] benzodiazepines has been studied with the aid of mass-analyzed ion kinetic energy spectrometry and exact mass measurements under electron impact ionization. All compounds show a tendency to eliminate a chlorine atom from the aziridine ring, and then eliminate a neutral propene or styrene from the diazepine ring to yield azirino [1, 2-6] [1,3] benzimidazole ions. These azmno [1,2-a] [1,5] -benzodiazepines can also eliminate HCl, or Cl plus HG simultaneously to undergo a ring enlargement rearrangement to yield 1,6-benzodiazocine ions, which further lose small molecular fragments, propyne or phenylacetylene, with rearrangement to give quinoxaline ions.