Abstract

The behavior of 2-ethoxycarbonyl-4H-3,1-benzoxazin-4-one and its behavior towards nitrogen nucleophiles namely, hydrazine hydrate, formamide, benzylamine, ethylamine, piperidine, ethanol amine, o-phenylenediamine, and glucosamine hydrochloride has been investigated. Also the reaction of 3-[aminoquinazolin-4(3H)-one-2-yl]formic acid hydrazide with aromatic aldehydes and phenylisothiocyanate has been discussed. The structure of the prepared compounds are elucidated using physical and spectral data like, FT-IR, 1HNMR, and mass spectroscopy.

Highlights

  • Potent benzoxazinones are inhibitors for human leukocyte elastase (HLE) [1], human Cathepsin G, and bovine chymotrypsin [2]

  • For the above findings and in continuation of our program [10,11,12,13,14,15] on the synthesis of novel heterocyclic systems exhibiting biological activity, we synthesis a varieties of quinazolinone derivatives via the interaction of the benzoxazinone derivative 2 with different nitrogen nucleophiles

  • The solid that separated after concentration the mother liquor was filtered off and crystallized from n-BuOH to give the benzoxazinone 2 as pale yellow crystals

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Summary

Introduction

Potent benzoxazinones are inhibitors for human leukocyte elastase (HLE) [1], human Cathepsin G, and bovine chymotrypsin [2]. The solid that separated after concentration the mother liquor was filtered off and crystallized from n-BuOH to give the benzoxazinone 2 as pale yellow crystals. The reaction mixture was diluted with H2O and the solid that separated filtered off and crystallized from DMF to give 3 as colorless crystal.

Results
Conclusion
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