SYNTHESIS AND ACYLATION OF 2-AMINO-7,8,9,10-TETRAHYDROAZEPINO[2,1-B]QUINAZOLIN-12(6H)-ONE

Abstract

In this study, the synthesis and acylation of 2-amino-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one (1) was carried out through using two different acylating agents. In the first reaction, propionic anhydride was employed to introduce a propionyl group, yielding the corresponding N-(12-oxo-6,7,8,9,10,12-hexahydroazepino[2,1-b]quinazolin-2-yl)propionamide (2). In the second reaction, benzoyl chloride was used as the acylating reagent to synthesize the corresponding N-(12-oxo-6,7,8,9,10,12-hexahydroazepino[2,1-b]quinazolin-2-yl)benzamide (3). These acylation reactions represent a straightforward and efficient approach for preparing homologous tricyclic quinazolinone derivatives. The introduction of aliphatic (propionyl) and aromatic (benzoyl) substituents is expected to modify the physicochemical properties of the parent molecule and may influence its biological activity, providing new compounds for future structure–activity relationship investigations.

References

1. J. P. Michael. (1992). Quinoline, quinazoline, and acridone alkaloids.Natural Product Reports.[Crossref]
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3. Hamish McNab. (2010). John A. Joule and Keith Mills Heterocyclic Chemistry, 5th edn Wiley‐Blackwell, 2010, 640 pp. (paperback) ISBN 978‐1‐4051‐3300‐5.Applied Organometallic Chemistry.[Crossref]

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