Synthesis of 2,3-dihydroquinazolin-4(1H)-ones from anthranilamide and ketones over Hβ zeolite in aqueous media*

Abstract

The synthesis of 2,3-dihydroquinazolin-4(1H)-ones by cyclocondensation of anthranilamide with ketones in aqueous media using Hβ zeolite is reported. The scope of the reaction was explored by various ketones such as aromatic, aliphatic and cyclic ketones. Based on the preliminary mechanistic results, a tentative mechanism for the formation of 2,3-dihydroquinazolin-4(1H)-ones using zeolite catalyst (Hβ) is predicted. The reusability study, large-scale experiment and water as solvent showed significant benefits of this catalytic protocol in comparing to earlier methods.

Graphical Abstract

Keywords:

• Aqueous media
• cyclocondensation
• 2,3-dihydroquinazolin-4(1H)-ones
• ketones
• zeolites

Correction Statement

This article has been corrected with minor changes. These changes do not impact the academic content of the article.

Additional information

Funding

We thank the DST, New Delhi for financial support under Indo-Russia (DST-RSF) (No. INT/RUS/RSF/P-7) program. G. K., M. N. and Ch. D. acknowledge the CSIR, India and K. S. and B. R. acknowledge the UGC, India for financial support in the form of fellowship.