Utilization of 2-substituted 3, 1-benzoxazin-4-ones in synthesis of some quinazoline annulated derivatives

Abstract

In this study, a new series of quinazoline and their annulated derivatives have been synthesized. A number of quiazolinone derivatives substituted at position-3 were prepared from 3, 1-benzoxazinone by the treatment of 3,1-benzoxazinone with different nitrogen nucleophiles such as, hydrazine hydrate, phenylhydrazine, ethanolamine, and cyano acetohydrazide afforded the quinazolinone derivatives 7–11. The reaction of hydrazide derivative 5 with aromatic aldehydes gave the Schiff’s bases derivative 16a–c. Some of the synthesized compounds were tested against the breast cancer cell line (MCF-7). The structures of all the newly synthesized compounds were established based on IR, ¹H, ¹³C NMR, mass spectral data, and elemental analyses.

GRAPHICAL ABSTRACT

Keywords:

• 3,1-Benzoxazinone
• pyrazoloquinzolinone
• triazinoquinazolinone
• Schiff’s bases

Disclosure statement

The authors declare no conflict of interest, financial or otherwise.