92121-03-4Relevant academic research and scientific papers
The Acylation of 5H-2,3-Benzodiazepines and 4H-Thieno- and 8H-thieno-diazepines. Reactions with Acid Anhydrides and Nucleophiles to give Fused 7-Substituted 1-Acyl-1,2-diazepines
Munro, David P.,Sharp, John T.
, p. 1133 - 1136 (2007/10/02)
The acylation of 4-phenyl-5H-2,3-benzodiazepine (1) and its thieno analogues (2) and (3) with acetic anhydride takes a different course from other 2,3-benzodiazepines having a hydrogen atom or a methyl group at position 4.The latter react at N-3 to give the 3-acyl derivatives (11) but 4-phenyl-2,3-benzodiazepine is acylated at N-2 to give the iminium acetate (12) which reacts with alcohols and thiols to give the derivatives (15) in high yield.The reaction of (12) with hydrogen chloride induces rearrangement to an isoquinoline N-imide (18).
