Article Sidebar
Article Details
Issue
Section
Articles
Copyright for articles published in this journal is retained by the journal.
SAJChem applies the Creative Commons Attribution (CC BY) license to manuscripts we publish. This license was developed to facilitate open access – namely, free immediate access to, and unrestricted reuse of, original works of all types. Under this license, authors agree to make articles legally available for reuse, without permission or fees, for virtually any purpose. Anyone may copy, distribute or reuse these articles, as long as the author and original source are properly cited.
Main Article Content
Production of 9-thioxo-2, 3, 4, 9-tetrahydro-pyrrolo[3, 4-b]quinolin-1-one derivatives from the aminolysis of 3, 3, 9-trichloro-3H-thieno[3, 4-b]quinolin-1-one
Abstract
Treatment of the title substrate with propylamine yielded 2-propyl-9-propylamino-3-propylimino-2, 3-dihydro-pyrrolo[3, 4-b] quinolin-1-one (15%) and a S-containing product (63%). The latter is inferred (from its spectral and chemical properties) to be a (1:1) complex of 2-propyl-3-propylimino-9-thioxo-2, 3, 4, 9-tetrahydro-pyrrolo[3, 4-b]quinolin-1-one (derived via an unusual S-rearrangement) with propylamine. The propylamine in the complex is removed by acid or thermally to provide the aforementioned 9-thioxo component which structure was substantiated froma X-ray crystal analysis. Aminolysis of the title substrate with ethylamine afforded the analogous ethyl-substituted products.
(South African Journal of Chemistry: 2003 56: 30-33)
(South African Journal of Chemistry: 2003 56: 30-33)
