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Studies on the Clean Synthesis of Quinazolinones

Author: DingQuanSheng
Tutor: WuHuaYue
School: Wenzhou University
Course: Organic Chemistry
Keywords: quinazolinones anthranilimides anthranilhydrazides aldehydes green synthesis
CLC: TQ252
Type: Master's thesis
Year: 2011
Downloads: 144
Quote: 0
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Abstract


Quinazolinones and their derivatives are wide range of physiological activity of a class of important nitrogen-containing heterocyclic compounds, are widely used in the fields of pharmaceutical and chemical. In this paper, recent advances in the synthetic methods for quinazolinones were reviewed, then three reactions of them were studied as followed: （1） The synthesis of 2,3-dihydroquinazolin-4（1H）-ones by the anthranilimides with aldehydes catalyzed by citric acid on grinding under solvent-free conditions; （2） Condensation reaction of anthranilhydrazides with aldehydes to afford 2,3-disubstituted substituents dihydroquinazolin -4（1H）-ones in water under catalyst-free condition; （3） The synthesis of quinazolin-4（3H）-ones from the reaction of the anthranilimides with aldehydes catalyzed by cerium ammonium nitrate （CAN）/H2O2 and the possible reaction mechanism was proposed.Compared to previous reported methodologies, notable advantages of our protocol include simple operations, mild reaction conditions, the relatively non-toxic, inexpensive, broad substrates scope and high yields. Catalyst-free condition and water meet the demands of the green chemistry to the organic reactions.

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