100962-03-6Relevant academic research and scientific papers
Reactivity and regioselectivity in the acylation of 2,4-diaminoquinazolines
Marinho, Elina,Proen?a, M. Fernanda
, p. 4383 - 4389 (2016)
2-(2-Aminophenyl)quinazoline-4-amines were selectively acylated at the phenylamino group by anhydrides, isocyanates or acyl chlorides, at room temperature. A similar selectivity was obtained in the reaction with ethoxymethylene derivatives and orthoesters. Acylation of the exocyclic imino substituent in the quinazolino-quinazoline tetracyclic structure also occurred under mild conditions with acetic anhydride and isocyanates. Hydrolysis to release the aniline substituent was performed with concd HCl (1?equiv at 60?°C) and with 3?M NaOH (3?equiv, rt), leading to the formylated derivative or cleaving the acyl group in the heterocyclic amine.
