Yttrium nitrate catalyzed synthesis, photophysical study, and TD‐DFT calculation of 2,3‐dihydroquinazolin‐4(1H)‐ones

Abstract

We have developed an efficient method of the synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one (DHQ) using yttrium nitrate catalyst at room temperature. The synthetic method is simple, convenient, and easy product isolation. Best results obtained in CH3CN, DMF, or water. The synthesized DHQ derivatives are found to be good fluorophores, and their characteristic photoluminescence properties are measured. Absorption and emission spectra of DHQ derivatives were recorded in CH3CN. Calculated emission and absorption bands are in excellent agreement with experimentally observed values.

An efficient approach for the green synthesis of biologically active 2,3-dihydroquinazolin-4(1H)-ones using a magnetic EDTA coated copper based nanocomposite

“…24–28 Numerous procedures are known for synthesizing 2,3-dihydroquinazolin-4(1 H )-ones like reductive cyclization of 2-azidobenzamides or 2-nitrobenzamides, 29 quinazolin-4(3 H )-ones reduction, 30 condensations of 2-aminobenzamides with benzil, 31 desulfurizations of 2-thioxoquinazolin-4(3 H )-ones. 32 While, the most common method involves the condensation of ketones or aldehydes with 2-aminobenzamide in the presence of various acid catalysts like cellulose-SO 3 H, 33 cerium( iv ) ammonium nitrate (CAN), 34 p-TSA, 35 Y(NO 3 ) 3 , 36 succinimide- N -sulfonic acid, 37 and ZrCl 4 . 38 However, these methods have various limitations which includes yields in low amounts, long reaction time, use of harmful solvents, complex work-up procedure, using expensive reagents and lack of catalyst reusability.…”

β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

“…A number of classical methods for synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one have been reported in literature involving solid‐phase synthesis of 2‐arylamino substituted quinazolinones, reaction of ortho‐nitrobenzamide with aldehyde promoted by samarium iodide, reaction of anthranilamide with aldehydes or ketones in presence of cerium (IV) ammonium nitrate, silica sulfuric acid, ionic liquid/water, KAl(SO 4 ) 2 ⋅ 12H 2 O, gallium triflate, chiral phosphoric acid,, TiCl 4 −Zn in THF, amberlyst‐15 sulfonic acid, MCM−41−SO 3 H a mesoporous silica material, Sc(III)‐ inda ‐pybox, Choline hydroxide, ZnFe 2 O 4 , Yttrium nitrate, etc. However most of the reported methods involve the use of organic solvents, metal catalyst with tedious procedure and low yields of product.…”

Preparation and characterization of graphitic carbon nitride-supported l-arginine as a highly efficient and recyclable catalyst for the one-pot synthesis of condensation reactions

“…Hence, many efforts have been made to synthesize such high-yield compounds. There are various methods for the synthesis of these compounds using different catalysts such as MCM-41@Schiff base-Co (OAC) 2 23 , Yb (NPf 2 ) 3 24 , MCM-41@serine@Cu(II) 25 , titanium silicon oxide nanopowder 26 , Y(NO 3 ) 3 .6H 2 O 27 , etc. despite their numerous advantages, they have some limitations such as long reaction time, expensive reagents, and the possibility of their contamination in final products.…”