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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 8
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Original Articles

Synthesis of 2,3-Dihydroquinazoline-4(1H)-ones

, &
Pages 1231-1242 | Received 21 Apr 2009, Published online: 12 Mar 2010
 

Abstract

An efficient, inexpensive, and heterogeneous catalyst, [Al(H2PO4)3], was applied in a three-component, one-pot cyclocondensation reaction of isatoic anhydride with primary amines (or ammonium salts) and aldehydes to afford the corresponding quinazolinone derivatives in excellent yields. Reactions occurred under thermal solvent-free conditions. It was found that this solid acidic catalyst could be easily recovered and reused for at least three cycles without any loss of activity.

ACKNOWLEDGMENT

We are thankful to the Sistan and Baluchestan University Research Council for the partial support of this research.

Notes

a Yield refer to the isolated pure product.

a The reaction was conducted in an oil bath at 100 °C; the molar ratio of isatoic anhydride, primary amines, benzaldehydes, and Al(H2PO4)3 as catalyst was chosen 1:1.1:1:0.16.

a The reaction was conducted in an oil bath at 100 °C; the molar ratio of isatoic anhydride, ammonium salts, benzaldehydes, and Al(H2PO4)3 as catalyst was 1:1.2:1:0.16.

a The molar ratio of isatoic anhydride, benzaldehyde, ammonium acetate, and Al(H2PO4)3 was 1:1:1.2:0.16.

This article is dedicated to Professor Ahmad Akbari, Chancellor of Sistan and Baluchestan University, who dedicates himself to the progress of science.

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