One‐pot synthesis of 2,3‐disubstituted‐2,3‐dihydroquinazolin‐4(1H)‐ones using [Hmim][NO₃]: An eco‐friendly protocol

Abstract

An efficient method for the synthesis of a series of 2,3‐disubstituted‐2,3‐dihydroquinazolin‐4(1H)‐ones is described via one‐pot condensation reaction of isatoic anhydride, aryl aldehydes, and primary amines using a Brønsted acidic ionic liquid, [Hmim][NO3], as a catalyst and medium. The present protocol enjoys convenient reaction and simple work‐up, greenness, short reaction times, and reusable catalyst as well as mild reaction conditions. J. Heterocyclic Chem., (2011).

Zeolite-Catalyzed Method for the Preparation of 2,3-Dihydroquinazolin-4(1H)-ones

“…Yield: 98 %, white solid, mp 100-101 ˚C (ethanol; lit. 102-105 ˚C [3] ); 1 H NMR (300 MHz, CDCl 3 [4] ) δ ( [3] ); 1 H NMR (300 MHz, CDCl 3 [4] ) δ ( [5] ); 1 H NMR (300 MHz, CDCl 3 [5] ) δ (…”

“…Yield: 75 %, off-white solid; mp 144-147 ˚C (lit. 150-151 ˚C [3] ); 1 H-NMR (500 MHz, CDCl 3 [4] ): d 0. [4] ); 1 H NMR (300 MHz, CDCl 3 [4] ) δ…”

1-Methyl-3-(propyl-3-sulfonic acid)imidazolium triflate supported on magnetic nanoparticles: an efficient and reusable catalyst for synthesis of mono- and bis-isobenzofuran-1(3H)-ones under solvent-free conditions

“…Isobenzofuran-1(3H)-ones are an important class of compounds possess a wide range of biological properties such as anti-bacterial, anti-convulsant, anti-HIV, anti-asthmatic, anti-tumor, anti-platelet activities [32][33][34][35][36][37] as well as anesthesia prolongation, and PGF 2a inhibitory properties. [38][39][40][41] Because of the applications of these compounds in medicine and in the synthesis of natural products, 42,43 several acidic and basic catalysts such as triuoroacetic acid (TFA), 44 tri-uoromethanesulfonic acid (HOTf), 45 montmorillonite K-10, 46 NaOH, 47 In continuation of our research on the use of efficient catalytic systems in the synthesis of ne chemicals, [52][53][54][55][56][57] herein, we wish to report a convenient method for the synthesis of mono-and bis-isobenzofuran-1(3H)-ones in the presence of 1-methyl-3-(propyl-3-sulfonic acid)imidazolium triate supported on magnetic nanoparticles ([HSO 3 PMIM]-OTf-SiO 2 @MNPs) as a highly reusable catalyst under thermal conditions and MW irradiation (Scheme 1). To the best of our knowledge, this is the rst report on the application of MNPs supported IL catalyst in the synthesis of these important heterocyclic compounds.…”